Podcast Episode 2

Episode 002 42 min

Andrew Gontarczyk, CISO of Pure Storage: Building a Security Team

with Andrew Gontarczyk · Pure Storage

0:00 / 42:00

Also on Spotify, Apple Podcasts, YouTube, Podbean, Player FM

Episode 2 of The Security Podcast of Silicon Valley, published May 17, 2021. Host Jon McLachlan talks with Andrew Gontarczyk, then the chief information security officer of Pure Storage, about building a security team. Andrew explains when a company needs one, splits security into the car, the factory that builds it and the infrastructure both run in, and describes security requirements on every feature, vulnerability scanning, penetration testing and red teaming. He calls the blue team the security operations center and the purple team a process, and says security is a team sport whose job is to influence with metrics, data and visibility. He shares what he hires for, his two interview questions on the first 90 days and on securing a three-tier app, his view of diversity of ideas and of creating space as a leader, and why what he doesn't know keeps him up at night. About 42 minutes.

Episode notes

An interview with Andrew Gontarczyk, Chief Information Security Officer at Pure Storage, on the challenges of building a security team.

When is the right time for a company to build a security team? What types of Security Teams are there (Product Security, Infrastructure Security, DevSecOps, Red Team, Blue Team, Purple Teams), and what do they do? As a security leader, how do you influence the rest of a company towards a more secure posture? What are your favorite interview questions, and why? What role does diversity play in your team building? What's your leadership style? Even with a security team in place, what still keeps you up at night?

Hosted by Jon McLachlan — co-founder of YSecurity.

The deep dive

Our job is to influence

Andrew Gontarczyk, then the CISO of Pure Storage, on the second episode of the show: security leaders as builders, the point where enterprise customers ask for policies and incident response, a car and the factory that builds it, security requirements on every feature, the CI/CD pipeline, vulnerability scanning, penetration testing and red teaming, the blue team as the security operations center, purple teaming as a process, a security team that doesn't own the P&L, the tail wagging the dog, hiring for execution and delivery, the first 90 days, a three-tier app and the words secure it, every opinion as a diverse opinion, a leader's job to create space, one fifth of the pie in the NIST framework, black swans and unknown unknowns, and cyber insurance.

Episode 2 of The Security Podcast of Silicon Valley aired on May 17, 2021, eleven days after the first. Jon McLachlan hosted alone. The guest was Andrew Gontarczyk, then the chief information security officer of Pure Storage, and the subject was building a security team: when a company needs one, what kinds of teams there are, how a security leader influences the rest of the company, his interview questions, diversity, how he leads, and what kept him up at night (Podbean).

“So, today’s show is going to be about building a security team, a world-class security team.”

Jon McLachlan, at 1:09

Listen · Jon McLachlan on episode 2, from 1:09
About 20 seconds: Jon sets up the episode: how a CISO builds a world-class security team, and how a company knows it needs one. The clip stops on its own. Read the full transcript.

Andrew’s LinkedIn lists the path behind his answers (LinkedIn). He was a senior managing consultant at IBM Australia from 1999 to November 2010 and manager of security architecture at NBN Co from December 2010 to July 2014. At Commonwealth Bank he was executive manager of security transformation from July 2014 to June 2017. He was chief information security officer and head of information security at Pepper Financial Services Group from July 2017 to April 2018, then vice president of information security at Symantec from April 2018 to April 2020. He was chief information security officer of Pure Storage from March 2020 to October 2024, and since October 2024 he has been CEO Legal Risk Management at LEAP Dev.

NBN Co is the government-owned company that designs, builds and runs Australia’s National Broadband Network as the country’s wholesale broadband provider (Wikipedia). Commonwealth Bank, or CommBank, is an Australian bank with operations in New Zealand, Asia, the United States and the United Kingdom (Wikipedia).

Jon introduced Pure Storage as “a storage company that revolutionized the way storage is thought about.” It was founded in 2009 under the code name Os76 by John Colgrove and John Hayes, and it came out of stealth as Pure Storage in August 2011 with all-flash storage hardware and software. In its October 2015 public offering it sold 25 million shares for $425 million. It bought Portworx, a Kubernetes storage company, for $370 million in September 2020, six months after Andrew joined. In February 2026 it renamed itself Everpure, and its headquarters are in Santa Clara, California (Wikipedia).

A chief information security officer, or CISO, is the senior-level executive who sets an organization’s security vision, strategy and program (Wikipedia). A red team simulates an adversary at the organization’s direction, a blue team defends against intrusions, and a purple team is a temporary combination of the two that gives fast feedback during a test (Wikipedia). Governance, risk and compliance, or GRC, ties governance, risk management and regulatory compliance together, so an organization meets its obligations and still runs efficiently (Wikipedia).

The tape gives no recording date, and it fits the spring of 2021. Andrew says he moved to Silicon Valley three years earlier for the Symantec job, which his LinkedIn dates to April 2018. He also says he runs his whiteboard interview question over a shared screen “because we can’t do it in real life.” The episode went out in May 2021.

The page has a section for each part of the conversation with its sources, seventeen figures, eighteen clips from the tape, the full transcript, and five tools: a quiz, a scorecard for whether your security program is ready for its next stage, a calculator for whether a control is worth its cost, a timeline from 1999 to 2026, and a to-do list.

The tape is from 2021. Where a fact has changed since, such as Andrew’s job, Pure Storage’s name or the NIST Cybersecurity Framework, the page gives the change and its date. Where the decodes of the tape disagree on a word, the transcript puts its best guess in brackets, and the page doesn’t quote those words.

Our sweet spot is we’re builders

Jon asked two questions at once: how a CISO builds a world-class team, and how a company knows it needs one. Andrew said the standards tell you everything you need to have in place, and that they have value. The second question was the one that had changed his thinking since he arrived in Silicon Valley.

“I moved to Silicon Valley three years ago for the Symantec gig.”

Andrew Gontarczyk, at 2:04

He described his background as corporate security, plus years of consulting to industry at IBM.

“I come at the security problem probably from a more traditional security standpoint rather than from an engineering standpoint.”

Andrew Gontarczyk, at 2:25

The Symantec job ended when “Symantec sold their enterprise business, and that sort of came to an end,” and the team he was part of was dissolved. The buyer was Broadcom. It announced its purchase of Symantec’s enterprise security software division on August 8, 2019, for $10.7 billion, and closed it on November 4, 2019. Symantec kept its Norton consumer products, renamed itself NortonLifeLock, and became Gen Digital after its merger with Avast in September 2022 (Wikipedia). Andrew found what he called a new home at Pure, and his LinkedIn dates his start there to March 2020.

Silicon Valley made him ask what he brought to a place that is “very engineering focused and engineering driven,” full of what he called mega brains. He said he felt a sense of inferiority and awe. His answer to his own question is the first idea of the episode, and it also answers which companies need which kind of security team.

“I think our sweet spot is we’re builders.”

Andrew Gontarczyk, at 3:46

Listen · Andrew Gontarczyk on episode 2, from 3:36
About 35 seconds: Andrew on security leaders as builders, and on security while a startup is still building its product. The clip stops on its own. Read the full transcript.

He likes to build capabilities. In a 2025 interview with Team Cymru’s newsletter, he said he approaches every problem as an architectural problem (LinkedIn). After the tape covers that interview.

A timeline of Andrew's career from his LinkedIn. 1999: IBM Australia, senior managing consultant, consulting to industry, to November 2010. December 2010: NBN Co, manager of security architecture, to July 2014. July 2014: Commonwealth Bank, executive manager of security transformation, to June 2017. July 2017: Pepper Financial Services Group, chief information security officer and head of information security, to April 2018. April 2018: Symantec, vice president of information security, the job that brought him to Silicon Valley, to April 2020. March 2020, filled: Pure Storage, chief information security officer, to October 2024, the job this episode is from. October 2024: LEAP Dev, CEO Legal Risk Management. Andrew's line at 3:46: I think our sweet spot is we're builders.
From IBM Australia to Pure Storage and LEAP Dev: Andrew's path, with the dates from his LinkedIn.

It’s just a question of timing

Andrew described the phases a tech company goes through. At first a startup focuses on building the product, getting investment, and feature and function. Security shows up as a feature if the product is a security product.

“And typically, security in those, in that phase, isn’t high on the priority list.”

Andrew Gontarczyk, at 4:07

With success and traction, the company goes public and sells to what he called the smaller end of town, the commercial side. As it grows it goes after enterprise deals, and the questions change.

“And enterprise customers have higher demands from the perspective of just the boring stuff.”

Andrew Gontarczyk, at 4:44

He listed the boring stuff the way a buyer asks for it: “have you got policies? What are your processes like? Do you have incident response? Do you have monitoring?” Helping a company through that change is his sweet spot. He called it greenfield work, building the capability for the company’s next chapter, where it can start to evidence those things.

Listen · Andrew Gontarczyk on episode 2, from 4:24
About 40 seconds: Andrew on the phases of a company, and the boring stuff enterprise customers ask about: policies, processes, incident response and monitoring. The clip stops on its own. Read the full transcript.

His advice to early companies is to be cognizant of security and do their best without being heavy-handed, because heavy-handed security gets in the way of growing the business, getting investment and getting traction. The time to catch up comes anyway, he said, because boards, directors and the press all talk about security.

“It’s just a question of timing.”

Andrew Gontarczyk, at 6:17

Yash Kosaraju, the CISO of a16z, drew a similar line on episode 104 in 2026: a first security hire who can work independently comes well before a head of security who builds a team. Our post on how startups should staff security covers the options in between, and it cites this episode for the range of specialties behind the word security.

Four numbered phases of a company, as Andrew described them. One: the startup, focused on building the product, getting investment, feature and function, with security not high on the priority list. Two: traction, as the company goes public and sells to the smaller end of town, the commercial side. Three, filled: enterprise deals, where customers ask for the boring stuff, policies, processes, incident response and monitoring. Four: the build, where a security team builds the capability for the next chapter so the company can evidence those things. Andrew's line at 6:17: It's just a question of timing.
When a company needs a security team: the phases Andrew described, and the questions that arrive with enterprise customers.

Where’s your SOC 2?

Jon restated the answer in sales terms. The right time is when you need security for your next phase of top-end growth,

“when you’re losing deals to security teams and other companies that are saying, hey, where’s your processes?”

Jon McLachlan, at 6:38

He listed the questions a startup hears first: do you have a SOC 2, do you have HIPAA compliance, is there a BAA in place. Our posts What Even Is a SOC 2? and The Health System Security Review Your BAA Won’t Pass explain both. Jon also picked up a word Andrew had used several times, trust.

“Even the perception of being a trusted brand can be one of those things that’s very delicate, right?”

Jon McLachlan, at 7:02

Listen · Jon McLachlan on episode 2, from 6:30
About 40 seconds: Jon on when to land a security team: when deals stall on SOC 2, HIPAA and a BAA, and when the perception of a trusted brand is at stake. The clip stops on its own. Read the full transcript.

Those questions are where the boring stuff starts to cost deals. Our SOC 2 Type 2 and Sales Support teams work on the evidence Andrew listed: policies, processes, incident response and monitoring that a buyer can check. Enabled Isn’t Enforced covers the questionnaire answers that lose deals.

Jon then asked whether a security team needs every piece. He thinks of product security teams that build security into what a company ships, infrastructure security teams that secure the company’s own tools, and red and blue teams with feedback loops between them.

Two lists of what enterprise customers ask for. Andrew's list: have you got policies, what are your processes like, do you have incident response, do you have monitoring. Jon's list: do you have a SOC 2, do you have HIPAA compliance, is there a BAA in place. Jon's line at 7:02: Even the perception of being a trusted brand can be one of those things that's very delicate, right?
What enterprise customers ask for: Andrew's list and Jon's, side by side.

The car and the factory

Andrew answered with an analogy. He used to talk about the sausage and the sausage factory, and he moved to cars because a car’s parts are more tangible than herbs and spices.

“So let’s stick with the car manufacturing plant and the cars.”

Andrew Gontarczyk, at 8:21

The car must not kill people. It needs brakes, good engineering, safety features and a good engine, and all of it has to be designed and engineered.

“And to me, that is the sort of product security side of the house.”

Andrew Gontarczyk, at 8:41

Listen · Andrew Gontarczyk on episode 2, from 8:21
About 25 seconds: Andrew on the car: brakes, engineering and safety features, and why that's the product security side of the house. The clip stops on its own. Read the full transcript.

Product security has two parts in his telling: designing and building security features, and injecting security requirements into every other feature. The second part comes from his background in architecture.

“So every problem for me is an architectural problem.”

Andrew Gontarczyk, at 9:00

He wants a set of what he calls security non-functional requirements, which every feature applies. A non-functional requirement sets the criteria for judging how a system operates, and the plan for it lives in the system architecture (Wikipedia). His example was multi-factor authentication, which lets a user in only after two or more distinct types of evidence (Wikipedia). It is a security feature, and it still needs auditing, authentication for whoever administers and configures it, and integrity and compartmentalization so the feature itself can’t be modified or compromised.

“So every feature had a bunch of security requirements on top of it.”

Andrew Gontarczyk, at 9:37

Listen · Andrew Gontarczyk on episode 2, from 9:13
About 25 seconds: Andrew on security non-functional requirements: a multi-factor authentication feature still needs auditing, admin authentication and integrity. The clip stops on its own. Read the full transcript.
A filled box for multi-factor authentication, a security feature, with three arrows down to its security requirements. Auditing: a record of who did what with the feature. Authentication to administer it: whoever manages and configures the feature has to sign in properly too. Integrity and compartmentalization: the feature itself can't be modified or compromised. Andrew's line at 9:37: So every feature had a bunch of security requirements on top of it.
One feature and its security requirements: Andrew's multi-factor authentication example.

The factory comes next. The robot arms that move cars must not hurt the people still working there, and the welds must be solid. For software, he said, the factory is the pipeline that builds and ships the product.

“that’s sort of more the CI/CD side of things.”

Andrew Gontarczyk, at 10:17

The industry name for securing that pipeline is DevSecOps. Wikipedia describes it as integrating DevOps with security practices: each delivery team builds security controls into its own delivery and tests for security earlier, a practice called shift left (Wikipedia). Andrew’s third piece is the infrastructure the factory runs in, whether AWS, on-premises or Azure. That covers account security, gold images, and whether the computer systems that support the robots can be reached from outside. In the analogy, it is the factory’s front door and the power to its machinery.

“so for me, the scope of security is not just the factory, and it’s not just the car.”

Andrew Gontarczyk, at 10:59

It is both, he said, and both have to work. The principle is the same for every feature: work out the security requirements, build them, then make sure they are there.

Three boxes for Andrew's analogy. Filled, the car, product security: brakes, good engineering, safety features and a good engine, security features, and security requirements on every other feature. The factory, the CI/CD pipeline: robot arms that must not hurt the people still working there, solid welds, and quality assurance. The building, infrastructure: AWS, on-premises or Azure, account security, gold images, and systems that can't be reached from outside. Andrew's line at 10:59: so for me, the scope of security is not just the factory, and it's not just the car.
The car, the factory and the building it sits in: product security, the CI/CD pipeline and infrastructure, in Andrew's analogy.

A product security team and a security operations team

Andrew’s organization at Pure Storage followed the same split.

“So in my team, we have a product security team, which is focused on a lot of those areas”

Andrew Gontarczyk, at 11:33

The second team, security operations, runs what has been built. It holds the blue team side and some of the offensive security, the red and blue roles Jon had asked about,

“but also the operational running of our security tools.”

Andrew Gontarczyk, at 11:52

Later he added governance, risk and compliance, which he called the function that shows the value of security. That makes an engineering team that builds security into the car and the factory, an operations team that watches, tests and runs the tools, and a risk function that measures the program and reports it to the business. Our Product Security and 24/7 Monitoring & Response teams cover the first two from outside, and a vCISO can own the third.

An organization chart. A filled box for the CISO with three arrows down. Product security: security requirements and features in the product and the pipeline, the car and the factory. Security operations: blue team elements, some offensive security, and running the security tools. Dashed, governance, risk and compliance: the function that shows the value of security, with metrics, data and visibility. Andrew's line at 11:33: So in my team, we have a product security team, which is focused on a lot of those areas.
Andrew's security organization at Pure Storage, as he described it in 2021: product security, security operations, and governance, risk and compliance.

What is a blue team?

Jon stopped to define a term for listeners.

“So just for our listeners, what is a blue team?”

Jon McLachlan, at 11:56

Andrew started with the two sides of security, defense and offense.

“So the red team is the team that attacks.”

Andrew Gontarczyk, at 12:09

Larger organizations build their own red team capability to simulate real adversaries. He sees three layers of offensive security, and he said others might correct him. The first is scanning.

“But you’ve kind of got vulnerability scanning, which is just the machine knocking on the door of every piece of infrastructure”

Andrew Gontarczyk, at 12:38

A vulnerability scanner is a computer program that assesses computers, networks or applications for known weaknesses (Wikipedia). The scan checks patch levels and that “nothing’s stupid there,” and it is the first step a penetration tester takes to find “any potential kinks in the armor that they can exploit.” A penetration test is an authorized simulated cyberattack on a computer system (Wikipedia), and it is the second layer. Its scope is fixed: the tester gets a couple of IP addresses and a set time, and finds and does as much as possible. The third layer has no such limits.

“And red teaming is another way of referring to it as objective-based testing.”

Andrew Gontarczyk, at 13:08

His examples of objectives were compromising the CEO’s laptop and stealing their email, compromising source code, and testing how susceptible the company is to ransomware. Depending on budget, a red team has no limit on time or resources. He has worked with red teams that dropped USB drives in an office lobby to get into people’s machines.

Listen · Andrew Gontarczyk on episode 2, from 13:08
About 25 seconds: Andrew on red teaming as objective-based testing: the CEO's laptop, the source code, ransomware, and a budget with no limit on time. The clip stops on its own. Read the full transcript.

Red teams go after people because the outside is usually closed. Most organizations, he said, do reasonably well at that unless they are negligent or under-resourced, because so much good information is available.

“So phishing and all those kinds of things is usually the way that they get in.”

Andrew Gontarczyk, at 14:11

Phishing is social engineering that tricks people into giving up sensitive information or installing malware (Wikipedia). A red team that gets in that way tests defense in depth, the practice of layering safeguards so that protection holds when one of them fails (Wikipedia). How long the red team takes to reach its goals depends on the internal security it meets. Then he answered the question.

“The blue team is effectively the security operations center.”

Andrew Gontarczyk, at 14:39

A security operations center, or SOC, is responsible for protecting an organization against threats (Wikipedia). The blue team’s job, in Andrew’s words, is to detect and respond to what the red team does, “or more importantly, to what a real adversary does.” He found the name purple team a bit strange.

“because it’s more of a process rather than a team per se.”

Andrew Gontarczyk, at 14:55

Jon guessed it was the two colors mixed together, and Andrew agreed. The process is a loop.

“you do a red team, and then you train and teach the blue team what you did.”

Andrew Gontarczyk, at 15:01

Listen · Andrew Gontarczyk and Jon McLachlan on episode 2, from 14:38
About 30 seconds: Andrew and Jon on the blue team as the security operations center, and purple teaming as a process. The clip stops on its own. Read the full transcript.

The blue team uses what the red team did to write detections and close the gaps in its ability to respond. Security, Andrew said, is a process you keep iterating through, and Jon called it “the journey.” Will Butler, then on Robinhood’s red team, talked about red teaming and penetration testing on episode 16, and Wesley Belleman described what a SOC is and how to build one on episode 4. Our Penetration Testing team runs the offensive side for companies without a red team, and Pentest Once a Year? covers what enterprise buyers now expect from testing.

Three stacked boxes, each wider than the last. Vulnerability scanning: the machine knocking on the door of every piece of infrastructure, patch levels, and nothing stupid there. Penetration testing: fixed scope, a couple of IP addresses and a set time, with the scan as the first step. Filled, red teaming: objective-based, the CEO's laptop, the source code, ransomware, and depending on budget, no limit on time or resources. Andrew's line at 13:08: And red teaming is another way of referring to it as objective-based testing.
Three layers of offensive security, in Andrew's order: vulnerability scanning, penetration testing and red teaming.
A loop of three boxes. The red team attacks: it simulates a real adversary, toward an objective. Filled, the blue team learns: the security operations center is taught what the red team did. The detections improve: new detections cover the gaps, and the ability to respond gets better. A dashed arrow returns to the start, and again. Andrew's lines: at 14:55, because it's more of a process rather than a team per se. At 15:01, you do a red team, and then you train and teach the blue team what you did.
The purple team as a process: the red team attacks, the blue team learns what it did, and the detections improve.

Security is a team sport

Andrew moved from offense and defense to governance, risk and compliance, and to how a security leader justifies spending: “That’s all risk-based.” It brought him back to Jon’s first question.

“You don’t need them day one.”

Andrew Gontarczyk, at 15:44

At the start, he said, “The risks don’t justify the reward.” A security boffin, in his word, would make everything super secure from day one, but that isn’t practical and it gets in the way of the business. Let the business grow until it has something worth securing. Many technical people find the risk function boring, and he said, “but I find it extremely valuable,” because it is the function that demonstrates the value of security and drives security across the organization.

“Security is a team sport.”

Andrew Gontarczyk, at 16:28

The security team doesn’t do the bulk of the security work. Everyone else owns the infrastructure, the business processes and the product.

“We don’t own the P&L for those things.”

Andrew Gontarczyk, at 16:47

“And so our job is to influence. And the best way to influence is with metrics and data and visibility.”

Andrew Gontarczyk, at 16:49

Listen · Andrew Gontarczyk on episode 2, from 16:28
About 30 seconds: Andrew on security as a team sport: the security team doesn't own the P&L, so its job is to influence with metrics, data and visibility. The clip stops on its own. Read the full transcript.

That is the job of the governance, risk and compliance function, he said, and he noticed that risk management isn’t front of mind in younger Silicon Valley companies, which he understood as part of their evolution. The method is to work out with your stakeholders what is important and meaningful to them, which is different in every organization. He called that part “more art” than science. Some leadership teams ask good, insightful questions, and he said Pure’s executives did. That made his job easier, because their questions told him what to focus on. Jon said not every company is like that, and that a captive audience willing to move forward together can go a long way.

Andrew later named his own measure of that influence: stakeholders who come to him with security ideas and plans of their own. After the tape has the interview. Our post on the security slide your board deck is missing is about the same reporting problem.

Two columns. On the left, what everyone else owns: the infrastructure, the business processes, the product. On the right, three filled boxes for what the security team influences with: metrics, data, visibility, with arrows pointing from the right column to the left. Andrew's lines: at 16:47, We don't own the P&L for those things. At 16:49, And so our job is to influence.
Who owns what: everyone else owns the infrastructure, the processes and the product, and security influences with metrics, data and visibility.

The tail wagging the dog

Andrew said security is often the tail wagging the dog, and named a habit of what he called pure-play security people, a group he counts himself in.

“There is a tendency for a lot of security people to be all doom and gloom, the FUD kind of, fear, uncertainty and doubt.”

Andrew Gontarczyk, at 18:50

Fear, uncertainty and doubt, or FUD, is a manipulative propaganda tactic used in selling, advertising and elections (Wikipedia). Andrew said security people do it not necessarily deliberately, because “that’s just the way that they think.” Jon called it a mentality. Andrew said it isn’t constructive because it leaves out the business. The business asks whether it needs a control right now, and it has to prioritize its people and its money.

“the business is all about taking risks.”

Andrew Gontarczyk, at 19:21

Security people who forget that get frustrated and ask why the business isn’t doing what they asked. The answer, he said, is that the business has a thousand other priorities and has done a little. If it isn’t enough, motivating the business to do more is why the security team exists.

Listen · Andrew Gontarczyk on episode 2, from 19:21
About 30 seconds: Andrew on the business as a risk-taker, and on motivating it to do more. The clip stops on its own. Read the full transcript.

Jon described two kinds of security people. When the first kind walks into a room, the room is glad: the person will help build what needs to be built, collaborate securely, meet the deadlines, ship the product and meet the security standards, consistent with the security story told to customers.

“There’s those that will walk into a room, and everyone else in the room will be like, ah, good, you know, Andrew is here.”

Jon McLachlan, at 19:57

The second kind brings a negative perception into the room. Jon said he had met them less often.

“It’s like, uh-oh, they’re just going to shoot it down.”

Jon McLachlan, at 20:30

Listen · Jon McLachlan on episode 2, from 19:54
About 40 seconds: Jon on the two kinds of security people: the one the room is glad to see, and the one the room expects to say no. The clip stops on its own. Read the full transcript.

The second kind finds it harder to build relationships and to influence the business toward what is healthy for both security and the business. Our post Stop Saying No makes the same case for AI tools.

Two boxes. The room is glad: the person helps build what needs to be built, collaborates securely, meets the deadlines, ships the product and meets the security standards, consistent with the story told to customers. Dashed, the room expects a no: the person brings a negative perception, is expected to shoot it down, and finds it harder to build relationships and influence the business. Jon's line at 19:57: There's those that will walk into a room, and everyone else in the room will be like, ah, good, you know, Andrew is here. Andrew's line at 21:54: we do need to think of ourselves as an enabler.
Two kinds of security people walking into a room, as Jon described them.

Execute and deliver

Jon asked what is hardest to find when Andrew fills a role. Andrew said it depends on the role, and then named the constant.

“the most important thing that I’m looking for is ability to execute and deliver, and people that take accountability for things.”

Andrew Gontarczyk, at 21:20

The second thing is how a person works with other people. He used Jon’s room: some people are welcomed, and some will say that everything is insecure and that “the best thing for us to do is just shut down the company so there’ll be no risk.”

“we do need to think of ourselves as an enabler.”

Andrew Gontarczyk, at 21:54

“And that means sometimes agreeing to and endorsing positions that might make us uncomfortable.”

Andrew Gontarczyk, at 21:56

“A willingness to compromise will go a long way.”

Jon McLachlan, at 22:03

Andrew agreed. A security leader, he said, has to look at the whole outcome and work with the business to balance it.

“So for me, I want a team that delivers and executes, right?”

Andrew Gontarczyk, at 22:18

Listen · Andrew Gontarczyk on episode 2, from 22:18
About 30 seconds: Andrew on the team he wants: one that delivers what it says it will do, is proactive, and is seen as an enabler. The clip stops on its own. Read the full transcript.

He wants a team that delivers on what it says it will do, is proactive, and is seen as an enabler that contributes to the business. On a resume he looks for clear examples of what a person did and how they achieved it. Then comes cultural fit, in the security team and in the company. In his role he hires senior people who lead teams more than technical engineers.

“one of my pet peeves, I guess, is just people that talk a lot, talk a good game, but don’t deliver anything”

Andrew Gontarczyk, at 23:13

Those are the leaders who won’t roll up their sleeves and think everyone else works for them. Directing work is a large part of a leader’s job, he said, “but you need to be able to get your hands dirty.” Jon agreed that leaders need to understand the details, which is “where the rubber hits the road.” Polina Morozov, then a security recruiter at Grammarly, talked about recruiting for security on episode 46.

A list of what Andrew hires for. Filled: the ability to execute and deliver, and accountability for things. Outlined: how a person works with other people and whether the room is glad to see them, clear examples on a resume of what they did and how they achieved it, and cultural fit in the security team and in the company. Dashed, his pet peeve: leaders who talk a good game, don't deliver, and won't get their hands dirty. Andrew's line at 22:18: So for me, I want a team that delivers and executes, right?
What Andrew hires for, and his pet peeve.

Your first 90 days

Jon asked for a favorite interview question. Andrew has two. One is a question he and a former colleague both ask, for architecture roles. The other is for any leader.

“just tell me what your first 90 days are going to be like.”

Andrew Gontarczyk, at 24:17

“And what’s interesting about that one, and what surprises me, is how many people answer that question badly.”

Andrew Gontarczyk, at 24:24

There is a book on the subject, he said, and plenty of literature beyond it. The book is The First 90 Days by Michael D. Watkins, published by Harvard Business School Press in 2003, with a second edition in 2013 (Wikipedia). The question tests execution, delivery and accountability. Many candidates told him they would spend the 90 days meeting people and getting the lay of the land.

“To me, that’s a fail. That’s your first 30 days.”

Andrew Gontarczyk, at 24:52

“Your next 30 should be formulating a plan and a strategy, and your last 30 should be kind of locking that in and getting traction on it”

Andrew Gontarczyk, at 24:56

“I love that word, the traction.”

Jon McLachlan, at 25:05

Listen · Andrew Gontarczyk and Jon McLachlan on episode 2, from 24:46
About 20 seconds: Andrew and Jon on the first 90 days: 30 days to meet people, 30 to plan and 30 to get traction. The clip stops on its own. Read the full transcript.

Meeting people helps the new hire, Andrew said, and it doesn’t help the organization. Jon said 30 days of meeting people is generous. By day 90, Andrew said, a leader should be able to say what they stand for, where they are struggling, what can’t get done and why, and whether the team is wrong or needs more people.

“you need to establish yourself in the organization, especially at a leadership level.”

Andrew Gontarczyk, at 25:32

Three blocks of 30 days. Days 1 to 30: meet people and get the lay of the land. Days 31 to 60: formulate a plan and a strategy. Filled, days 61 to 90: lock it in and get traction on it. A dashed box, by day 90: say what you stand for, where you're struggling, what can't get done and why, and whether the team needs to change or grow. Andrew's line at 24:52, on candidates who would spend all 90 days meeting people: To me, that's a fail. That's your first 30 days.
Andrew's first 90 days, in three 30-day blocks.

Secure it

The second question is the one Andrew uses for security architects. He used to draw on a whiteboard. In 2021 he drew on a Google Slide or a PowerPoint and shared his screen.

“And you could argue it’s a bit old school, but it works.”

Andrew Gontarczyk, at 26:45

“it’s basically presentation layer, app layer, database, internet, and a user with a line through all of them”

Andrew Gontarczyk, at 26:52

That is three-tier architecture, a client-server pattern that splits an application into a presentation tier, an application or logic tier, and a data tier (Wikipedia). Then he gives the candidate the pen.

“I hand over the pen and say, secure it.”

Andrew Gontarczyk, at 27:06

Listen · Andrew Gontarczyk on episode 2, from 26:51
About 20 seconds: Andrew's whiteboard question: a basic three-tier app, a user with a line through it, and the words secure it. The clip stops on its own. Read the full transcript.

“And it really gives you a sense of how they think about security.”

Andrew Gontarczyk, at 27:11

The answer shows whether the candidate thinks about networking and zoning, authentication, authorization and user provisioning, logging and monitoring, and integrity, with resilience, high availability and DDoS. It shows breadth, and it can show depth. Jon said you can keep asking for one more layer until you are looking at assembly. Andrew said the question also shows whether a candidate can design a solution and contribute. A person who can’t secure a simple web app can’t help a team do it.

On the left, a stack of five boxes joined by arrows: a user, the internet, the presentation layer, the app layer, and a filled box for the database, with a dashed line through all of them. On the right, what a good answer covers: networking and zoning, authentication, authorization and user provisioning, logging and monitoring, integrity with resilience, high availability and DDoS, and, filled, breadth, and depth when you keep asking. Andrew's line at 27:06: I hand over the pen and say, secure it.
The whiteboard question: a three-tier app, and the areas a good answer covers.

Every opinion is a diverse opinion

Jon brought up diversity. He listed race and sexual orientation, and then a wider idea.

“everyone brings a unique piece of diversity to the table”

Jon McLachlan, at 28:48

His example was a team with both new and senior members. With openness, humility and a habit of learning, he said, a disagreement becomes a chance to see the world from another perspective. He asked whether Andrew makes special diversity efforts when he builds a team, since hiring often means getting what you get.

Andrew said diversity is usually described the way Jon had, in terms of sexual orientation and race, and Jon added gender. Andrew then described an article he had heard in The Economist. Men and women of different sexual orientations and races who all come from the same university, with the same socioeconomic background and the same college system, tick the boxes on paper, and they are not necessarily diverse. He said he supports the dimensions organizations use today. People can poke holes in any of them, he said, and the intent and the overall outcome are the right thing to do.

“the most important thing is what you’re talking about, is diversity of ideas.”

Andrew Gontarczyk, at 31:28

As CISO he is expected to have the answers, and one of his strengths is making a call when a group is floundering. What he struggles with is people who don’t challenge him.

“I really like people to challenge me.”

Andrew Gontarczyk, at 32:15

In hierarchical places, and he named financial services, people decide they can’t raise something with the boss. He asks people to tell him when an idea is stupid or when they can make it better.

“every opinion is a diverse opinion, because it’s not yours.”

Andrew Gontarczyk, at 32:48

Listen · Andrew Gontarczyk on episode 2, from 32:11
About 40 seconds: Andrew on wanting to be challenged, and why every opinion is a diverse opinion. The clip stops on its own. Read the full transcript.

He separated two parts. The first is treating every person as a human being with an equal right to be here and to the same opportunities, without discrimination. He said he supports measures that break down stereotypes and prejudices built up over generations, that ignoring them is naive, and that everyone has unconscious bias to be aware of and work through. The second part is the culture of a team: junior people need to feel free to ask difficult questions, such as saying in a meeting that they don’t understand. Andrew has done it many times.

“for me, 90% of the time when I’ve done that, a good two or three other people in the room go, yeah, I was wondering the same.”

Andrew Gontarczyk, at 34:27

Jon acted out the line: “I’m so sorry. I don’t understand. Please help me.” Andrew said that if someone asks a genuinely stupid question, don’t make them feel like an idiot, because they’re learning.

“I think diversity of ideas is just creating a safe space for people to voice them”

Andrew Gontarczyk, at 34:50

Fredrick Lee, then the chief security officer of Gusto, talked about why authentic diversity matters for security teams on episode 8, three months after this one.

My job as a leader is to create space

Andrew’s view of diversity led to his view of leadership.

“My job as a leader is to create space.”

Andrew Gontarczyk, at 35:15

He creates the space by engaging with the business and with his stakeholders.

“constantly grow our scope, constantly grow our influence, which fundamentally translates to creating problems for us to solve.”

Andrew Gontarczyk, at 35:22

“That’s the definition of space.”

Andrew Gontarczyk, at 35:30

The team fills that space, and he hopes the work excites people and keeps them passionate about what the team is trying to achieve.

“But I don’t see my job as micromanaging and all those sorts of things.”

Andrew Gontarczyk, at 35:44

Listen · Andrew Gontarczyk on episode 2, from 35:14
About 35 seconds: Andrew on a leader's job: grow the team's scope and influence, which creates problems for the team to solve, and don't micromanage. The clip stops on its own. Read the full transcript.

Jon said he doesn’t know anyone who likes being micromanaged. Context lets each person see how their work adds value and stays interesting, and he said the same holds outside security.

“And it’s great, because everyone retains a strong sense of agency.”

Jon McLachlan, at 36:21

When people make their own decisions in line with the business and own the result, “that’s where the magic is,” Jon said. Andrew said he tries to work that way and isn’t perfect at it, because the balance is getting things done. Some people given a lot of space flounder, so he leans in and helps. Jon added that time is part of the space too, with a nod to Einstein and space-time, the mathematical model that combines the three dimensions of space and time into a single four-dimensional continuum (Wikipedia). Andrew picked up Jon’s point about accountability and ownership.

“that’s what people get excited about”

Andrew Gontarczyk, at 37:23

When people deliver something, he said, “they go, look what I made.” Jon called that a success, and said there is no success without a bit of struggle first.

Four boxes joined by arrows. Engage: with the business and with stakeholders. Grow: the team's scope and its influence. Filled, space: problems for the team to solve. Fill: the team takes on the problems, and the work keeps people passionate. A dashed box, when people flounder: he leans in a bit and helps, and he said he doesn't see his job as micromanaging. Andrew's line at 35:30: That's the definition of space.
Creating space, as Andrew described it: the leader grows scope and influence, which creates problems for the team to solve.

What I don’t know

Jon asked what keeps Andrew up at night. Andrew said it was an easy question.

“What keeps me up at night is what I don’t know.”

Andrew Gontarczyk, at 38:04

Every organization he had worked in grew fast, and technology moves fast. He pointed to the NIST Cybersecurity Framework, whose first function is Identify, and called that column “one fifth of the pie.”

“Know what you’ve got. Because if you don’t know what you’ve got, how can you protect it?”

Andrew Gontarczyk, at 38:19

Listen · Andrew Gontarczyk and Jon McLachlan on episode 2, from 38:04
About 30 seconds: Andrew and Jon on what keeps a CISO up at night: what he doesn't know, Identify in the NIST framework, and black swans. The clip stops on its own. Read the full transcript.

The NIST Cybersecurity Framework is a set of guidelines that helps organizations assess and improve their preparedness against cybersecurity threats, and NIST released version 1.0 in 2014 (Wikipedia). In 2021 its core had five functions: Identify, Protect, Detect, Respond and Recover. Version 2.0, released on February 26, 2024, added Govern as a sixth function and widened the framework’s audience beyond critical infrastructure to all organizations. Govern covers how an organization makes and carries out its decisions on cybersecurity strategy, and NIST calls cybersecurity “a major source of enterprise risk” for senior leaders to weigh alongside financial and reputational risk (NIST). Identify is one sixth of the pie now.

“You bump into black swans, or the unknown unknowns.”

Jon McLachlan, at 38:24

A black swan is a surprise event with a major effect that people explain afterward with hindsight, a theory Nassim Nicholas Taleb set out (Wikipedia). Known knowns, known unknowns and unknown unknowns are the categories from a Defense Department news briefing on February 12, 2002 (Wikipedia), and Jon called the last one “that fourth quadrant of knowledge.” Andrew explained why a known risk is different. Once you know about a risk, you have either dealt with it or accepted it, perhaps to deal with later for reasons of budget or priority.

“But once you know about it, in some level, it’s in your control.”

Andrew Gontarczyk, at 38:49

“You’re making decisions,” he said.

Two rows of boxes. The NIST Cybersecurity Framework's core in 2021, five functions: Identify, filled, then Protect, Detect, Respond and Recover. Version 2.0, February 26, 2024, six functions: Govern, dashed and new, then Identify, filled, Protect, Detect, Respond and Recover. Andrew's line at 38:19: Know what you've got. Because if you don't know what you've got, how can you protect it?
One fifth of the pie: the NIST Cybersecurity Framework's functions in 2021, and the sixth that version 2.0 added in 2024.
Two boxes. Risks you know about: you have dealt with them, or accepted them for now because of budget or priority, and both are decisions. Dashed, unknown unknowns: black swans, a surprise with a major effect, explained afterward with hindsight, and you don't know they're coming. Andrew's line at 38:49: But once you know about it, in some level, it's in your control. Jon's line at 38:24: You bump into black swans, or the unknown unknowns.
Known and unknown risks: what a security team can decide about, and the quadrant it can't see.

Cyber insurance is just a no-brainer

Jon suggested that unknown unknowns are why some companies buy cyber insurance. Andrew didn’t think it should even be a question.

“Look, cyber insurance is just a no-brainer.”

Andrew Gontarczyk, at 39:02

He compared it to car insurance and called it part of the cost of doing business. He said the question is when an incident happens and how bad it is.

“So insurance is, in my opinion, a necessary risk management strategy.”

Andrew Gontarczyk, at 39:20

Listen · Andrew Gontarczyk on episode 2, from 39:02
About 25 seconds: Andrew on cyber insurance as a cost of doing business. The clip stops on its own. Read the full transcript.

Cyber insurance is a specialty insurance product that protects organizations against risks related to information technology infrastructure and activities (Wikipedia). Andrew then gave an example of what he doesn’t know: data loss. Personal information carries regulatory, commercial and financial impact, and losing intellectual property is a different subject. Data protection, he said, is a nightmare: data is everywhere, it is near impossible to control fully, and the more you control it, the more you frustrate your users.

“I’d challenge any CISO or any security professional to be able to say, I know where all my data is.”

Andrew Gontarczyk, at 40:25

His larger worry was technology itself, with cloud services as the example. Depending on governance, “anyone can spin stuff up with their credit card,” he said. The calculator below puts numbers on his risk-based approach: what a risk is likely to cost each year, and whether a control costs less than the loss it prevents.

At the end, Jon asked for last words. Andrew said this was where he should try to be profound and deeply philosophical, “which I think I’m neither of those.” Jon wished him the best “moving forward with Pure Storage and securing all of that valuable data.”

After the tape

Andrew stayed at Pure Storage for three and a half more years, until October 2024 (LinkedIn). On April 3, 2024, Roger Boss shared Pure Storage’s report Beyond the Firewall: Insights and Strategies from Leading CISOs on LinkedIn, describing a project in which Andrew talks with customer and partner CISOs about the biggest challenges they face (LinkedIn). Andrew reposted it: “Proud to be part of this conversation.”

On October 9, 2024, he announced a new position as CEO Legal Risk Management at LEAP Dev (LinkedIn). On January 8, 2025, Team Cymru’s newsletter, The Future of Threat Intelligence, published three takeaways from a podcast interview with him, written up by David Monnier (LinkedIn). Each one picks up a thread from this episode.

  1. He starts from the architecture. “I approach every problem as an architectural problem,” he said, close to what he said about the car and the factory in 2021.
  2. Success is stakeholders who bring ideas. He measures his success by his stakeholders “coming to me with security ideas” and strategies of their own.
  3. Reporting gets 15 minutes a quarter. Reporting usually goes to the audit committee, and “if you get 15 minutes in that every quarter,” that is a good window. Three months of work distilled into 15 minutes should cover the business question: “are we under control or are we not under control?”

Interesting chat I had the privilege of having last year.

Andrew Gontarczyk · January 2025
Andrew shares Team Cymru's write-up of his interview on avoiding common pitfalls in cybersecurity leadership. View on LinkedIn.

Two other episodes of this show came from Pure Storage. Prakash Darji, general manager of its Digital Experience business unit, talked about the Portworx acquisition on episode 6 in July 2021. Scott Dietzen, its chief executive from 2010 to 2017, was the guest on episode 74 in July 2025, where Jon told him he had joined Pure Storage after Scott had moved on.

A timeline after the tape. February 26, 2024, dashed: NIST CSF 2.0, with Govern as a sixth function. April 3, 2024: Beyond the Firewall, Pure Storage's report, in which Andrew talks with customer and partner CISOs. October 9, 2024, filled: Andrew announces his new position as CEO Legal Risk Management at LEAP Dev. January 8, 2025, filled: Team Cymru's newsletter, with architecture first, stakeholders who bring security ideas, and 15 minutes a quarter at the audit committee. July 29, 2025: episode 74, with Scott Dietzen, Pure Storage's chief executive from 2010 to 2017, on this show. February 2026: Pure Storage takes a new name, Everpure.
After the tape: Andrew's report, interview and new role, NIST's new function, and Pure Storage's new name.

Did you catch it? A seven-question quiz

Seven questions from the episode. Each answer links the moment in the transcript.

Quiz · seven questions

Did you catch it?

Pick an answer to see whether you caught it, and where it is on the tape.

  1. What analogy does Andrew use for a product and the pipeline that builds it?

    1. A castle and its moat
    2. A lock and its key
    3. A car and the factory that makes it

    c. "So let's stick with the car manufacturing plant and the cars." Transcript, 8:21.

  2. What does Andrew call red teaming?

    1. Objective-based testing
    2. Fixed-scope testing
    3. Vulnerability scanning

    a. "And red teaming is another way of referring to it as objective-based testing." Transcript, 13:08.

  3. What is the blue team, in Andrew's words?

    1. The red team's managers
    2. The security operations center
    3. The compliance team

    b. "The blue team is effectively the security operations center." Transcript, 14:39.

  4. What does Andrew say the security team doesn't own?

    1. The security tools
    2. The policies
    3. The P&L

    c. "We don't own the P&L for those things." Transcript, 16:47.

  5. Which interview question does Andrew ask every leader?

    1. What will your first 90 days look like?
    2. What was your worst breach?
    3. Which tool would you buy first?

    a. "just tell me what your first 90 days are going to be like." Transcript, 24:17.

  6. After he draws a three-tier app, what does Andrew tell the candidate?

    1. Break it
    2. Secure it
    3. Scale it

    b. "I hand over the pen and say, secure it." Transcript, 27:06.

  7. What does Andrew say keeps him up at night?

    1. What he doesn't know
    2. Ransomware
    3. The board

    a. "What keeps me up at night is what I don't know." Transcript, 38:04.

Is your security program ready for its next chapter?

Andrew’s test for when a company needs a security team is what its biggest customers ask for, and whether it can show them. Eight questions on whether your program can.

Scorecard · eight questions

Is your security program ready for its next chapter?

Answer for the company as it works today. If two answers fit, pick the lower one.

  1. When an enterprise prospect asks for your policies, your incident response plan and your monitoring, can you show them?

    • No
    • Some of it
    • Yes, with evidence a buyer can check

    "Do you have incident response? Do you have monitoring?" See It's just a question of timing.

  2. Does every feature, security or not, ship with security requirements such as auditing, admin authentication and integrity?

    • No, only security features get a security review
    • Some teams do this
    • Yes, written into every design

    "So every feature had a bunch of security requirements on top of it." See The car and the factory.

  3. Are the pipeline that builds and ships your product and the cloud accounts it runs in secured, with an owner?

    • Not yet
    • Partly
    • Yes, and someone owns them

    "that's sort of more the CI/CD side of things." See The car and the factory.

  4. Does someone detect and respond to attacks, around the clock or on call?

    • No one watches
    • Alerts reach someone, sometimes
    • Yes, a team, a SOC or a service

    "The blue team is effectively the security operations center." See What is a blue team?

  5. When your defenses are tested, do the people who defend learn what the testers did?

    • We don't test
    • We test, and the report sits
    • Yes, findings become detections

    "you do a red team, and then you train and teach the blue team what you did." See What is a blue team?

  6. Can you show leadership where security stands in metrics and data, on the questions they ask?

    • No
    • Some numbers, not tied to their questions
    • Yes, every quarter

    "And the best way to influence is with metrics and data and visibility." See Security is a team sport.

  7. Do you know what you've got: your systems, your data, and the cloud accounts people started on their own?

    • No
    • Partly, with gaps we know about
    • Yes, and we check it

    "Know what you've got." See What I don't know.

  8. Do you have cyber insurance, and do you know what it covers?

    • No
    • We have a policy nobody has read
    • Yes, read and matched to our risks

    "Look, cyber insurance is just a no-brainer." See Cyber insurance is just a no-brainer.

What I don't know

Most of the program is still unknown. Start with Identify: list your systems, data and cloud accounts, and name an owner for the product, the pipeline and the infrastructure.

Builders at work

The pieces exist in places. Next, test them, teach the defenders what the testers did, and report the results to leadership on the questions they ask.

Our job is to influence

The program is built and measured. Keep bringing leadership the metrics, retest after changes, and recheck the inventory as the company grows.

Is the control worth the money?

Andrew said security spending is risk-based. This calculator uses the standard formula: the annualized loss expectancy is the yearly rate of occurrence times the single loss expectancy (Wikipedia). Every default is our example, not a benchmark.

Calculator

Is the control worth the money?

Four numbers: what one incident would cost, the chance it happens in a year, the share of that loss a control prevents, and what the control costs each year.

$100,000expected loss a year today
$40,000expected loss a year with the control
$60,000loss avoided a year
1.2dollars of loss avoided per dollar spent

At a 25% chance a year, an incident that costs $400,000 is an expected loss of $100,000 a year. A control that prevents 60% of it brings that to $40,000, so it avoids $60,000 a year for $50,000, or 1.2 dollars of loss avoided for each dollar spent.

The $400,000, 25%, 60% and $50,000 are our examples, not benchmarks. Put in your own. Above 1, the control costs less than the loss it avoids. Below 1, the other options Andrew named apply: accept the risk, or insure it.

From IBM Australia to Everpure

Everything on this page sits on one timeline, from 1999 to 2026. Filter it by thread.

Timeline · 1999 to 2026

From IBM Australia to Everpure

Filter by thread. Career dates are from Andrew's LinkedIn, and company dates are from the public record.

  1. IBM Australia

    Senior managing consultant to November 2010, consulting to industry (LinkedIn, on this show).

  2. Unknown unknowns

    The phrase comes from a Defense Department news briefing (Wikipedia, on this show).

  3. The First 90 Days

    Michael D. Watkins's book, from Harvard Business School Press (Wikipedia, on this show).

  4. Os76

    John Colgrove and John Hayes found Pure Storage under a code name (Wikipedia, on this show).

  5. NBN Co

    Manager of security architecture to July 2014 (LinkedIn, Wikipedia).

  6. The NIST Cybersecurity Framework

    NIST releases version 1.0 (Wikipedia, on this show).

  7. Commonwealth Bank

    Executive manager of security transformation to June 2017 (LinkedIn, Wikipedia).

  8. Pure Storage goes public

    25 million shares for $425 million (Wikipedia, on this show).

  9. Pepper Financial Services Group

    Chief information security officer and head of information security to April 2018 (LinkedIn).

  10. Symantec

    Vice president of information security, the job that brought him to Silicon Valley (LinkedIn, on this show).

  11. Broadcom and Symantec

    Broadcom announces it will buy Symantec's enterprise security software division for $10.7 billion (Wikipedia, on this show).

  12. The sale closes

    Symantec keeps Norton and renames itself NortonLifeLock (Wikipedia).

  13. Pure Storage

    Andrew becomes chief information security officer (LinkedIn, on this show).

  14. Portworx

    Pure Storage buys the Kubernetes storage company for $370 million (Wikipedia, episode 6).

  15. The conversation

    The tape fits these months (on this show).

  16. Episode 1 airs

    Anand Ganesh of Hammerspace (episode 1).

  17. Episode 2 airs

    On Podbean (Podbean, on this show).

  18. Episode 6 airs

    Prakash Darji of Pure Storage on the Portworx acquisition (episode 6).

  19. Episode 8 airs

    Fredrick Lee of Gusto on diversity in security teams (episode 8).

  20. NIST CSF 2.0

    Govern joins as a sixth function (NIST, on this show).

  21. Beyond the Firewall

    Pure Storage's report in which Andrew talks with customer and partner CISOs (LinkedIn, on this show).

  22. LEAP Dev

    Andrew announces his new position as CEO Legal Risk Management (LinkedIn, on this show).

  23. Team Cymru's newsletter

    Architecture, stakeholders and 15 minutes at the audit committee (LinkedIn, on this show).

  24. Episode 74 airs

    Scott Dietzen, Pure Storage's chief executive from 2010 to 2017 (episode 74).

  25. Everpure

    Pure Storage takes a new name (Wikipedia, on this show).

  26. Episode 104 airs

    Yash Kosaraju, the CISO of a16z, on the first security hire and the head of security (episode 104).

What to do this week

Five things, in the order of the episode.

  1. Check whether it’s time to build. Take the scorecard with whoever answers your security questionnaires today. If enterprise buyers are asking for policies, incident response and monitoring, our post on how startups should staff security compares hiring, a fractional leader and a service.
  2. Write security requirements into every feature. Pick one feature in flight and list its auditing, admin authentication and integrity requirements. Then do the same for the pipeline that builds it and the cloud accounts it runs in. Our Product Security team does this with engineering teams.
  3. Close the loop between attack and defense. Scan, test or red team, then walk the defenders through what the testers did and turn it into detections. Our Penetration Testing and 24/7 Monitoring & Response teams cover the two sides.
  4. Know what you’ve got, and decide on what you don’t fix. Inventory your systems, data and cloud accounts, including the ones people started with a credit card. For each known risk, decide in writing to fix it, accept it or insure it, with the calculator for the numbers, and report the decisions to leadership as metrics. The Security Slide Your Board Deck Is Missing shows one way to report it.
  5. Get help with the parts you can’t staff. A vCISO can own the program and the reporting, our post on hiring a fractional CISO lists the questions to ask one, and you can book 15 minutes with us.

Key takeaways

  1. Build when the questions change

    Andrew says a startup focuses on product, investment and traction, and security isn't high on the list. The time to build a team comes when enterprise customers ask for policies, processes, incident response and monitoring.

  2. Early on, don't be heavy-handed

    Early companies should be cognizant of security and do their best, without letting security get in the way of growth, investment and traction. The time to catch up comes anyway.

  3. Lost deals say it's time

    Jon's version: the right time is when deals stall on questions about SOC 2, HIPAA compliance and a BAA, and when the perception of a trusted brand is at stake.

  4. Secure the car and the factory

    Andrew splits the work into the car, what the company ships, and the factory, the CI/CD pipeline that builds it, plus the infrastructure both run in.

  5. Every feature has security requirements

    A security feature such as multi-factor authentication still needs auditing, authentication for whoever administers it, and integrity. Andrew calls these security non-functional requirements.

  6. Offense has three layers

    Vulnerability scanning knocks on every door, penetration testing works in a fixed scope, and red teaming goes after an objective, such as the CEO's laptop or the source code.

  7. People are the way in

    Most companies close the outside, so red teams and real attackers use phishing. Defense in depth decides how far they get.

  8. Purple is a process

    The blue team is the security operations center. After a red team exercise, the red team teaches the blue team what it did, and the detections improve.

  9. Security is a team sport

    The security team doesn't own the infrastructure, the processes or the product, so its job is to influence the people who do, with metrics, data and visibility.

  10. Drop the doom and gloom

    Andrew says security people tend toward fear, uncertainty and doubt. The business is all about taking risks, and a security leader has to work with that.

  11. Hire people who deliver

    Andrew looks first for the ability to execute and deliver and for accountability, then for how people work with others and whether they act as enablers.

  12. Ask about the first 90 days

    Thirty days to meet people, 30 to plan and 30 to get traction. A candidate who would spend all 90 days meeting people fails the question.

  13. Hand over the pen

    Andrew draws a three-tier app and asks a candidate to secure it. The answer shows how the person thinks about zoning, authentication, logging and resilience.

  14. Diversity of ideas needs safety

    Andrew supports today's diversity measures and puts the most weight on diversity of ideas, which needs a safe space to ask the questions others in the room are wondering about.

  15. A leader creates space

    Andrew grows the team's scope and influence, which creates problems for the team to solve, and he leans in when people flounder.

  16. Know what you've got

    What keeps Andrew up at night is what he doesn't know. Identify comes first in the NIST framework because you can't protect what you don't know about.

  17. Insure what you can't see

    Andrew calls cyber insurance a no-brainer and a necessary risk management strategy, because the question is when an incident happens and how bad it is.

Chapters

Tap a chapter to play from there.

Pull quotes

“So, today's show is going to be about building a security team, a world-class security team.”

Jon McLachlan ·

“I moved to Silicon Valley three years ago for the Symantec gig.”

Andrew Gontarczyk ·

“I come at the security problem probably from a more traditional security standpoint rather than from an engineering standpoint.”

Andrew Gontarczyk ·

“I think our sweet spot is we're builders.”

Andrew Gontarczyk ·

“So we like to build capabilities, and we like to do those sorts of things.”

Andrew Gontarczyk ·

“And typically, security in those, in that phase, isn't high on the priority list.”

Andrew Gontarczyk ·

“And enterprise customers have higher demands from the perspective of just the boring stuff.”

Andrew Gontarczyk ·

“It's just a question of timing.”

Andrew Gontarczyk ·

“Even the perception of being a trusted brand can be one of those things that's very delicate, right?”

Jon McLachlan ·

“So let's stick with the car manufacturing plant and the cars.”

Andrew Gontarczyk ·

“You want to make sure that the cars don't kill people.”

Andrew Gontarczyk ·

“And to me, that is the sort of product security side of the house.”

Andrew Gontarczyk ·

“So every problem for me is an architectural problem.”

Andrew Gontarczyk ·

“So every feature had a bunch of security requirements on top of it.”

Andrew Gontarczyk ·

“that's sort of more the CI/CD side of things.”

Andrew Gontarczyk ·

“so for me, the scope of security is not just the factory, and it's not just the car.”

Andrew Gontarczyk ·

“So just for our listeners, what is a blue team?”

Jon McLachlan ·

“So the red team is the team that attacks.”

Andrew Gontarczyk ·

“But I have a terrible habit of oversimplifying things.”

Andrew Gontarczyk ·

“And red teaming is another way of referring to it as objective-based testing.”

Andrew Gontarczyk ·

“So phishing and all those kinds of things is usually the way that they get in.”

Andrew Gontarczyk ·

“The blue team is effectively the security operations center.”

Andrew Gontarczyk ·

“because it's more of a process rather than a team per se.”

Andrew Gontarczyk ·

“You don't need them day one.”

Andrew Gontarczyk ·

“Security is a team sport.”

Andrew Gontarczyk ·

“We don't own the P&L for those things.”

Andrew Gontarczyk ·

“And so our job is to influence.”

Andrew Gontarczyk ·

“And the best way to influence is with metrics and data and visibility.”

Andrew Gontarczyk ·

“There is a tendency for a lot of security people to be all doom and gloom, the FUD kind of, fear, uncertainty and doubt.”

Andrew Gontarczyk ·

“the business is all about taking risks.”

Andrew Gontarczyk ·

“It's like, uh-oh, they're just going to shoot it down.”

Jon McLachlan ·

“we do need to think of ourselves as an enabler.”

Andrew Gontarczyk ·

“And that means sometimes agreeing to and endorsing positions that might make us uncomfortable.”

Andrew Gontarczyk ·

“A willingness to compromise will go a long way.”

Jon McLachlan ·

“So for me, I want a team that delivers and executes, right?”

Andrew Gontarczyk ·

“but you need to be able to get your hands dirty.”

Andrew Gontarczyk ·

“just tell me what your first 90 days are going to be like.”

Andrew Gontarczyk ·

“And what's interesting about that one, and what surprises me, is how many people answer that question badly.”

Andrew Gontarczyk ·

“To me, that's a fail. That's your first 30 days.”

Andrew Gontarczyk ·

“I love that word, the traction.”

Jon McLachlan ·

“you need to establish yourself in the organization, especially at a leadership level.”

Andrew Gontarczyk ·

“And you could argue it's a bit old school, but it works.”

Andrew Gontarczyk ·

“I hand over the pen and say, secure it.”

Andrew Gontarczyk ·

“And it really gives you a sense of how they think about security.”

Andrew Gontarczyk ·

“everyone brings a unique piece of diversity to the table”

Jon McLachlan ·

“the most important thing is what you're talking about, is diversity of ideas.”

Andrew Gontarczyk ·

“I really like people to challenge me.”

Andrew Gontarczyk ·

“every opinion is a diverse opinion, because it's not yours.”

Andrew Gontarczyk ·

“My job as a leader is to create space.”

Andrew Gontarczyk ·

“That's the definition of space.”

Andrew Gontarczyk ·

“But I don't see my job as micromanaging and all those sorts of things.”

Andrew Gontarczyk ·

“And it's great, because everyone retains a strong sense of agency.”

Jon McLachlan ·

“What keeps me up at night is what I don't know.”

Andrew Gontarczyk ·

“Know what you've got. Because if you don't know what you've got, how can you protect it?”

Andrew Gontarczyk ·

“You bump into black swans, or the unknown unknowns.”

Jon McLachlan ·

“But once you know about it, in some level, it's in your control.”

Andrew Gontarczyk ·

“Look, cyber insurance is just a no-brainer.”

Andrew Gontarczyk ·

“So insurance is, in my opinion, a necessary risk management strategy.”

Andrew Gontarczyk ·

“I'd challenge any CISO or any security professional to be able to say, I know where all my data is.”

Andrew Gontarczyk ·

“Andrew, the pleasure is all mine.”

Jon McLachlan ·

About the guest

Andrew Gontarczyk, Chief Information Security Officer, Pure Storage

Andrew Gontarczyk was the chief information security officer of Pure Storage when he joined Jon on the show's second episode, published May 17, 2021. He led security there from March 2020 to October 2024. Before Pure Storage he was vice president of information security at Symantec, chief information security officer and head of information security at Pepper Financial Services Group, executive manager of security transformation at Commonwealth Bank, manager of security architecture at NBN Co, and a senior managing consultant at IBM Australia from 1999 to 2010. Since October 2024 he has been CEO Legal Risk Management at LEAP Dev.

About the host

Jon McLachlan is co-founder of YSecurity, the on-demand cybersecurity team for startups, and of Cyberbase.ai. The Security Podcast of Silicon Valley is hosted by Jon McLachlan and Sasha Sinkevich. Jon McLachlan on LinkedIn ↗

Context and sources

  • Andrew Gontarczyk's LinkedIn: chief information security officer of Pure Storage from March 2020 to October 2024, vice president of information security at Symantec from April 2018 to April 2020, CISO and head of information security at Pepper Financial Services Group from July 2017 to April 2018, executive manager of security transformation at Commonwealth Bank from July 2014 to June 2017, manager of security architecture at NBN Co from December 2010 to July 2014, senior managing consultant at IBM Australia from 1999 to November 2010, and CEO Legal Risk Management at LEAP Dev since October 2024. Source ↗
  • Episode 2 on Podbean, May 17, 2021, with show notes on when to build a security team, the types of security teams, influence, interview questions, diversity, leadership style and what still keeps a CISO up at night. Source ↗
  • Wikipedia on Everpure, formerly Pure Storage: founded in 2009 as Os76 by John Colgrove and John Hayes, out of stealth in August 2011, 25 million shares sold for $425 million in its October 2015 public offering, Portworx bought for $370 million in September 2020, renamed Everpure in February 2026, headquartered in Santa Clara, California. Source ↗
  • Wikipedia on Gen Digital: Broadcom agreed on August 8, 2019 to buy Symantec's enterprise security software division for $10.7 billion and closed on November 4, 2019. Symantec became NortonLifeLock, then Gen Digital after its merger with Avast in September 2022. Source ↗
  • Team Cymru's newsletter, The Future of Threat Intelligence, by David Monnier, January 8, 2025: three takeaways from a podcast interview with Andrew on an architectural approach to problems, stakeholders who bring security ideas, and 15 minutes a quarter at the audit committee. Source ↗
  • Roger Boss on LinkedIn, April 3, 2024: Pure Storage's report Beyond the Firewall: Insights and Strategies from Leading CISOs, a project in which Andrew talks with customer and partner CISOs about their biggest challenges. Source ↗
  • Andrew's LinkedIn post of October 9, 2024, on starting a new position as CEO Legal Risk Management at LEAP Dev. Source ↗
  • NIST, February 26, 2024: version 2.0 of the Cybersecurity Framework adds a sixth function, Govern, and widens the framework's audience from critical infrastructure to all organizations. Source ↗
  • Wikipedia on the NIST Cybersecurity Framework: guidelines to help organizations assess and improve their preparedness against cybersecurity threats, first released in 2014. Source ↗
  • Wikipedia on the chief information security officer, the senior-level executive who sets an organization's security vision, strategy and program. Source ↗
  • Wikipedia on red teams: a red team simulates an adversary at an organization's direction, a blue team defends against intrusions, and a purple team is a temporary combination of the two. Source ↗
  • Wikipedia on penetration tests: an authorized simulated cyberattack on a computer system. Source ↗
  • Wikipedia on vulnerability scanners: programs that assess computers, networks or applications for known weaknesses. Source ↗
  • Wikipedia on the security operations center, which is responsible for protecting an organization against threats. Source ↗
  • Wikipedia on defense in depth: layered safeguards, so protection holds when one of them fails. Source ↗
  • Wikipedia on phishing, social engineering that tricks people into giving up sensitive information or installing malware. Source ↗
  • Wikipedia on non-functional requirements: the criteria for judging how a system operates, planned in the system architecture. Source ↗
  • Wikipedia on multi-factor authentication, which grants access only after two or more distinct types of evidence. Source ↗
  • Wikipedia on DevOps and DevSecOps: delivery teams build security controls into their own delivery and test for security earlier, the practice called shift left. Source ↗
  • Wikipedia on governance, risk and compliance, the approach that ties governance, risk management and regulatory compliance together. Source ↗
  • Wikipedia on fear, uncertainty and doubt, a manipulative propaganda tactic. Source ↗
  • Wikipedia on multitier architecture: three-tier architecture splits an application into presentation, application and data tiers. Source ↗
  • Wikipedia on Michael D. Watkins, author of The First 90 Days, published by Harvard Business School Press in 2003, with a second edition in 2013. Source ↗
  • Wikipedia on black swan theory: a surprise event with a major effect, explained afterward with hindsight, set out by Nassim Nicholas Taleb. Source ↗
  • Wikipedia on known knowns, known unknowns and unknown unknowns, from a Defense Department news briefing on February 12, 2002. Source ↗
  • Wikipedia on cyber insurance, a specialty insurance product against risks related to information technology. Source ↗
  • Wikipedia on annualized loss expectancy, the product of the annual rate of occurrence and the single loss expectancy. Source ↗
  • Wikipedia on spacetime, the model that combines the three dimensions of space and time into a single four-dimensional continuum. Source ↗
  • Wikipedia on NBN Co, the government-owned company that builds and runs Australia's National Broadband Network. Source ↗
  • Wikipedia on Commonwealth Bank, an Australian bank with operations in New Zealand, Asia, the United States and the United Kingdom. Source ↗

Transcript

Automatic transcription. Jon McLachlan hosts this episode alone with Andrew Gontarczyk, then chief information security officer at Pure Storage. There is no diarization on the tape, so speaker labels were assigned from the content and checked against the pitch of each voice and reference recordings from this episode, passage by passage and on the short turns. Names and terms were normalized where the recognizer misheard them (Jon McLachlan, Andrew Gontarczyk, Pure Storage, Symantec, Okta, CISO, SOC 2, HIPAA, BAA, MFA, CI/CD, NIST CSF, P&L). Words in [brackets] are best guesses where the audio is unclear. Answers are transcribed as spoken, with some repeated words and false starts trimmed. Short backchannels such as "yeah" and "right" are left out where they overlap the other speaker.

Read the full transcript 7,859 words

Jon McLachlan

Welcome to the Security Podcast of Silicon Valley. Thank you for joining us on the podcast. And I'm here with a very special guest, Andrew Gontarczyk. Did I butcher your name?

Andrew Gontarczyk

That's okay. It's okay. Gontarczyk. Gontarczyk.

Jon McLachlan

Andrew Gontarczyk. There we go. He is the chief information security officer at Pure Storage. For those of you who don't know Pure Storage, Pure Storage is a storage company that revolutionized the way storage is thought about. They introduced flash compression, and they go after the enterprise market. So, definitely B2B sales, fairly recently had gone public, and now here they are with Andrew leading the security efforts. So, thank you. Thank you, Andrew, for coming on board.

Andrew Gontarczyk

Thanks for having me.

Jon McLachlan

You bring a lot of great experience to the table, including, I see you're at Symantec, previously as vice president of information security. Before that, lots of experience in the security world and the financial space, along with a great stint at IBM. So, I'm humbled to be in your presence, and thank you for joining us.

Andrew Gontarczyk

Thank you.

Jon McLachlan

So, today's show is going to be about building a security team, a world-class security team. And so, how does a CISO build a world-class security team, or, you know, even maybe a better question is, how and why do you know that an organization even needs a security team?

Andrew Gontarczyk

Yeah, look, it's an interesting question, because, you know, I guess there's the, there's a lot of, in the security space, there are a lot of standards and things that you can reference that tell you all the things that you need to have in place. And we can kind of talk about that a little bit. I think those things do have value. But the bit of your question around, and what sort of team does a company need and when do they need one, I think is a, for me personally, has been quite a sort of epiphany, maybe, for me since I came to the US. As you can tell by my accent, I'm not a native. I moved to Silicon Valley three years ago for the Symantec gig. And being not from a tech company background, like, being more sort of corporate security and what have you, and also then through the, through the work that I did at IBM doing a lot of consulting to industry, I come at the security problem probably from a more traditional security standpoint rather than from an engineering standpoint. And what's interesting with that, especially in a place like Silicon Valley, is that it's obviously very engineering focused and engineering driven. And so, you know, the question then comes, especially for me with working at Symantec for a while. And then Symantec sold their enterprise business, and that sort of came to an end. So the team that came over, there's a bunch of us that came over from Australia to help them with their security journey. That all kind of got dissolved. So we had to go find new homes, which I was fortunate enough to find a new home with Pure. But what's interesting is that you kind of look at yourself and go, well, what's my value proposition in Silicon Valley, especially since, you know, it's such a tech-heavy environment with so many really, really smart people? And so, you know, I personally felt a certain sense of inferiority and awe at the mega brains and the super smart people that were there. And the conclusion that I drew, and actually my old boss at Symantec, who's now the CISO at Okta, we discussed this a few times, and I think the value proposition that we bring, and this sort of goes to the what sort of organization needs what sort of security team, is that I think our sweet spot is we're builders. So we like to build capabilities, and we like to do those sorts of things. And I think tech companies go through a phase of, you know, they're at the first early instances of being a startup, where it's really focused on building the product, getting investment, feature, function, and all those sorts of things, right? And typically, security in those, in that phase, isn't high on the priority list. Now, it depends on the product. Like, if you're a security company, then typically there are some security thoughts there, but they're very much more from an engineering standpoint, right? They're driven from the perspective of, I need this security feature, et cetera. And so, you know, assuming success and traction, you know, the companies then go public. And depending on where they're at, they're still probably selling to smaller end of town, to the more sort of commercial side of things. And then as they grow, they want to get to more enterprise-side deals and customer base. And enterprise customers have higher demands from the perspective of just the boring stuff. You know, the, have you got policies? What are your processes like? Do you have incident response? Do you have monitoring? Do you have all these things that, as I mentioned at the beginning with the standards, do you do all that stuff? Yeah. You know, I think my sweet spot is that, helping companies with that transition, right? Because it's a build, it's typically kind of greenfield from the perspective of security capability. But it brings, you know, the team that I kind of set up and the capability that I am trying to establish is for that next phase, that next chapter in the company's journey, where they can start to evidence those things and, you know, start doing all that security goodness that customers [expect] from a trusted company and from a trusted brand. And so, you know, I think companies in the early stages need to be cognizant of security and need to try to do their best, but I don't think you want to be over, over heavy-handed with those, with those things, just because it gets in the way of growing the business and getting investment and actually getting traction and being successful. But there is a time where you will have to catch up if you want to go after the bigger end of town, because security, you know, as we all know, it's such a huge, huge topic. All the, all boards, all directors, et cetera, are talking about it. It's in the press. So you can't not get away from it. It's just a question of timing. [That's a long, ranty] answer. I hope that, I hope that kind of [answers it].

Jon McLachlan

You know, I really like this idea actually of when is the right time to land a security team like this. And it sounds like you're suggesting that the right time is when you need it to secure your next phase of top-end growth, when you're losing deals to security teams and other companies that are saying, hey, where's your processes? Where's, do you have a SOC 2? Do you have, you know, HIPAA compliance, if there's a BAA in place, or something like that? And to really drive that growth forward, security is important. And you use the word trust several times. And you're talking about trust with your customer. Even the perception of being a trusted brand can be one of those things that's very delicate, right? So, in terms of the different flavors of security, when I think of security, I think of maybe product security teams that build features into the products that a company ships. And I think of also maybe infrastructure security teams, where we're securing our own in-house infrastructure and bringing processes and remediation to whatever happens to be in our own infrastructure, just the, the tools that we need to run a company in-house. And then, of course, there's red teams and there's blue teams, if you want to talk about sort of the defensive, offensive, the feedback loops that we, but in your experience, is there, when you, when you build out a security team, do you want all of those pieces in play, or do you look for a particular type of security team that, [get] the dynamics between these different types of security teams interacting with each other?

Andrew Gontarczyk

Yeah, so it's, it's interesting. I, I kind of use the analogy of the sausage and the sausage factory, but then I've also, I think, I've evolved that more to the car manufacturing plant and the car, which is kind of the same thing, but the ingredients of a car are a bit more tangible than different herbs and spices and meats and other things that you put into [a] sausage. But the analogy kind of goes like this, right? So let's stick with the car manufacturing plant and the cars. You want to make sure that the cars don't kill people. So the cars need brakes, and they need to be well engineered. The cars need all the safety features. They need a good engine, or whatever, it's an electric car, et cetera, et cetera. They need all those bits, and all those bits need to be designed and engineered, and all that sort of stuff. And to me, that is the sort of product security side of the house. And there's two dimensions to that. So one is the feature design and build. And the other bit is making sure that the security requirements are injected into that work as well. I kind of, you know, my background is fundamentally architecture. So every problem for me is an architectural problem. And so, you know, in that engineering side of the fence, you want to make sure that you have a good set of security, what I refer to as security non-functional requirements, that everyone should be sort of applying to. So the difference here is, say you're building an authentication feature, like you're going to build MFA. Yeah. So that in itself is a security feature, but that feature needs to have auditing. The administration of that thing needs to have appropriate authentication to be able to manage it and configure it. It needs to have integrity and be compartmentalized so it can't be modified or compromised as a feature itself. So every feature had a bunch of security requirements on top of it. So I put that into the car piece. And then the other bit, from a security standpoint, the team has to solve is the actual factory. You know, you've seen the footage of car manufacturing [plants]. They've got those big robot arms that swing around and move cars and da, da, da, da, da, da. And [whilst] less and less people in those factories, there are people in those factories. And you want to make sure that those machines don't kill the people by swinging randomly and electrocuting somebody, right? You want to make sure that the cars, that the welds are solid, that [there's a] particular level of QA and all that sort of stuff. So to me, that's, from a product and engineering standpoint, that's sort of more the CI/CD side of things. And then, to your point, the infrastructure piece, right? So just like, what is the ecosystem that it lives in, like whether it's AWS or on-prem or Azure or what have you? How are you doing all that? How are you doing your account security? How are you doing your gold images and [builds] and all that sort of stuff? So that really got nothing to do with the car slash sausage, but it's got to do with, you know, are you securing the front door of the factory? Is that the machinery have the right power? The computer systems that support those robots, are they secured, can they be accessed externally, et cetera, et cetera, et cetera. So, right, right. You know, so for me, the scope of security is not just the factory, and it's not just the car. It's both, and they both have to kind of work. I think, from a sort of mental standpoint or philosophical standpoint, the principles are kind of the same. You know, if I, you know, that authentication feature example applies to everything, whether it's any widget in any dimension. You need to think of what are the security requirements around all those things that you need to solve for. But it's very much build and engineering. And then the rest of it is really around the assurance that those things are there. So in my team, we have a product security team, which is focused on a lot of those areas, and we can go into that a little bit in the talk or in the conversation. We have a security operations team, which is focused on sort of two things, like sort of the blue team type elements, some offensive security elements, but also the operational running of our security tools.

Jon McLachlan

So just for our listeners, what is a blue team?

Andrew Gontarczyk

So basically you have two dimensions, right? You've got the defensive and the offensive capability from a security standpoint. So the red team is the team that attacks. And, you know, there are plenty, you know, depending on the size of the organization. A lot of larger organizations will build their own red team capability, and their job is to basically simulate real adversaries. In the sort of offensive security space, there's, I guess, three layers, in my view. I'm sure there's more, and I'm sure there's a lot of people that'll correct me, and there's better ways to think about it. But I have a terrible habit of oversimplifying things. But you've kind of got vulnerability scanning, which is just the machine knocking on the door of every piece of infrastructure, just making sure that nothing's stupid there and you've got the right patch levels and all that sort of stuff. And typically, those vulnerability scans are the first step that a penetration tester would use to identify any potential kinks in the armor that they can exploit. And that's penetration testing. So it's very fixed scope. You got a couple of IP addresses or what have you, and you do what you can in the time that you're given to find as much as you can and do as much as you can. And then lastly, there's red teaming. And red teaming is another way of referring to it as objective-based testing. So you would have an objective of, compromise the CEO's laptop, steal their email, for example, or you could have compromised our source code, or how susceptible are we to ransomware, for example. So very targeted attacks. So targeted attacks. And those, you know, depending on budget, are limitless from a time perspective and limitless from a resource perspective, and they can do whatever they want. So, you know, I've worked with red teams that have done the USB drop in the lobby of an office to get into people's machines. They do phishing, and they do all that sort of stuff, because typically what you'll find is that most organizations, because there's so much good information out there, will do reasonably well, unless they're completely negligent or just under-resourced, to close down the outside. There's not going to be anything overly stupid that'll allow an attacker to get in through the direct front door, because it's, they've got locks on it and all that sort of stuff. The people thing, right? So phishing and all those kinds of things is usually the way that they get in. And then that tests your defense in depth. You know, if you've got good defense in depth and good detection, if someone does fall victim to phishing or spear phishing, they, you know, hopefully you'll be able to detect it and what have you. But that's usually how they'll get in. And then they'll go through environments and exploit that. And then, depending on how good your internal security is, depends on how long does it take them to achieve their goals and objectives. So that's the red team. Your question was about the blue team. The blue team is effectively the security operations center. So their job is to detect and respond to what the red team does, or more importantly, to what a real adversary does. And the point of the red team and the blue team, and it's kind of referred to as purple team, which I find kind of a bit strange as the name, because it's more of a process rather than a team per se.

Jon McLachlan

I guess maybe it's the two colors just mixed together.

Andrew Gontarczyk

That's exactly right. But the idea is, you know, you do a red team, and then you train and teach the blue team what you did. And that helps them write the detections and make sure that they cover the gaps of what have you that they have in their detections and ability to respond. You know, security is fundamentally, security is a process. It's, it's,

Jon McLachlan

It's all the journey. Yeah.

Andrew Gontarczyk

It's a process that you keep on, keep on iterating through, you know, like that. That's sort of the offensive, defensive thing. But the other part of it is governance, risk and compliance. And how do you measure and justify investment in things? That's all risk-based, you know. Like, the, where we started with this conversation is, when do you need a security team? Yeah. You don't need them day one. The risks don't justify the reward, you know. Being a security boffin, yeah, make everything super secure from day one, but that's not practical, and it gets in the way of the business. And so you got to let the business grow and have something tangible that it's worth investing into secure. There's no point in investing a lot in securing into something that doesn't really exist yet. And so the risk part of the business, which, of the security function, is, I don't know, I think a lot of technical people find that stuff really boring, but I find it extremely valuable, mainly for the fact that it is the function that helps you demonstrate the value of security. And it also helps you motivate and drive security across the organization. Security is a team sport. One of the things about security that's interesting is that the security team itself doesn't actually do the bulk of security work. It's the rest of the organization that has to, because you don't own everything. Security people are the technical people, et cetera, but everyone else owns the infrastructure. Everyone else owns their business processes. Everyone else owns their product. We don't own the P&L for those things. And so our job is to influence. And the best way to influence is with metrics and data and visibility. And that's where the governance and risk and compliance kind of functions come in, because they're invaluable for that. And I think a lot of people don't invest that much time in that. And I've noticed in Silicon Valley, risk is generally, and risk management, especially in the young, younger companies coming up, is not a very front-of-mind thing, which I get, makes sense, as sort of, again, that evolution. But I think, for having a successful security capability, having some investment there and working out with your stakeholders what's important to them and what makes sense to them, which, because it's going to be different in every organization. I guess that's the sort of black art and magic and lack of science, but more art to the equation that you need to kind of work through, in terms of, what do I get? What do they want to know? What do they want to know? What's meaningful to them? And hopefully, you've got good leadership that is actually hungry for stuff, rather than people that aren't. And, you know, organizations that have security teams [tick] the box, like, they exist, but there are also organizations that are very genuinely want to make sure that security is well looked after, and they ask good, insightful questions. And, you know, I'm blessed at Pure to have that. So I have a very captive executive that care, that they really care, and they ask good questions. And it gives me, it makes my job a lot easier, right? Because I have specific questions that they want answers to. So it gives you good things to focus on.

Jon McLachlan

I'm super happy to hear that. You don't find that in every place, and it can introduce internal challenges that you have to navigate, then you have to throw into the bucket of stuff that you're dealing with anyway. But having a captive audience and the willingness to move forward together can go a long way.

Andrew Gontarczyk

The security is often, often the tail wagging the dog, right? And, you know, the risk, the, the risk that a lot of security people have, like pure-play security people, which, which I am one of, I've had, I guess I'm lucky to have had the broader experience in financial services and things. There is a tendency for a lot of security people to be all doom and gloom, the FUD kind of, fear, uncertainty and doubt. Not necessarily deliberately, but that's just the way that they think.

Jon McLachlan

It's, it's a mentality, yeah.

Andrew Gontarczyk

Sometimes, right. And it's not, it's not very constructive, and it's sort of devoid of the business aspect of the equation. Do I really need that right now? I get that this is not the greatest outcome, but we got to focus on prioritizing our resources, both from a people perspective and a financial perspective. [We] need to balance. And, you know, the, the business is all about taking risks. And I think some security people, they just don't think about that all the time. It's not front of mind for them, and right, [it] leads to a lot of frustration. They're like, why aren't they doing blah? This is crazy. And so, well, because they've got a thousand other priorities, and they've done a little bit here, but cool. If it's not enough, [that's] why we're here, to keep on motivating them and driving them to do more. But that's the kind of ongoing sort of challenge and balance of the gig, right?

Jon McLachlan

Yeah, no, for sure. I know exactly what you're talking about there. I mean, there's two types of security folks out there in the world. There's those that will walk into a room, and everyone else in the room will be like, ah, good, you know, Andrew is here. He's going to help us build what needs to be built. He's going to help us collaborate in a secure way, and we're going to meet our deadlines, and we're going to ship this awesome product, and we're going to meet our rigorous security standards. And it's going to be nice and consistent with the rest of the security story that we're sharing with our customers. And then there's, you know, the type of security folks, which, you know, I've bumped into them here and there, but much less frequently. But you step into a room, and then the perception that you bring with you is very much negative. It's like, uh-oh, they're just going to shoot it down. They're going to say no. And then it becomes more difficult, actually, to build those relationships and influence the business in a direction that's healthy for security and the business together. You've got some background noise.

Andrew Gontarczyk

I have a little bit of background noise here.

Jon McLachlan

So tell me, Andrew, when you're trying to fill one of these roles, because a large part of being a leader is building teams. And so when you're team building, what's the most difficult part of filling one of these open roles? What do you look for? What's hard to find out there that you really think of as critical and important?

Andrew Gontarczyk

Yeah, that's a really good question and a really difficult one to answer. So, a couple of things, right? The classic answer to this is it kind of depends on the role, but for me, I guess, the most important thing that I'm looking for is ability to execute and deliver, and people that take accountability for things. You know, the thing that's associated with that is obviously their personal interactions with other people. So, you know, the example that you just gave, you walk into a room, and there's people that people will be very open-armed with and go, thank God you're here, versus the people that are just going to tell you that you can't do anything, it's all insecure, and the best thing for us to do is just shut down the company so there'll be no risk. You know, I think [security], again, very cliche, we do need to think of ourselves as an enabler. And that means sometimes agreeing to and endorsing positions that might make us uncomfortable.

Jon McLachlan

A willingness to compromise will go a long way.

Andrew Gontarczyk

That's right. And, you know, the concept of [compensating] controls, like, you, you need to be holistic in getting the outcomes that you need, and you need to work with the business to balance that. So for me, I want a team that delivers and executes, right? That delivers on what we say that we're going to do, that is proactive, and, again, is viewed as an enabler to the business, and is viewed as valuable and contributing, rather than sort of a drain, right? And I think, so from a personality standpoint and what I look for, and from a resume standpoint, is somebody that can give very clear examples of what they did in things and what they were accountable [for] and how they kind of achieved it. And then the other bit to that is just the sort of personality, cultural fit. Are they going to be, going to be good in the team, not just in the security team, but more broadly? Obviously, you know, in my role, I'm hiring kind of more senior-level people that are leaders in the team, rather than the more technical engineering folk. I think they're probably the two things, is execution and delivery. You know, one of my pet peeves, I guess, is just people that talk a lot, talk a good game, but don't deliver anything, don't roll up their sleeves and actually do any work themselves, and think, well, my job is, I'm the manager or the leader, and so everyone else does work for me. I'm just going to push stuff left and right. Yeah, don't get me wrong, as a leader, that's a large part of the job, but you need to be able to get your hands dirty.

Jon McLachlan

Yeah, roll those sleeves up. Like, not be afraid to get a little dirt on your shirt or on your hands, right? Exactly. I mean, that's where the rubber hits the road, right? So, even as leaders, I think it's important to understand the little nitty-gritties of what's going on underneath the hood, the details and the grit. So, I mean, do you have a favorite interview question that you like to ask?

Andrew Gontarczyk

I have two. And, well, another guy that I used to work with in Australia is, it's our, we both, over a beer years ago, we were talking about, we have this one particular question that we ask, and it really sorts people out. But this is more in the sort of architecture technical space. And then the more generic one, which I like, is the, just tell me what your first 90 days are going to be like. Like, what are you going to do in the first 90 days?

Jon McLachlan

Oh, that's good. Oh, that's good. Very open.

Andrew Gontarczyk

And what's interesting about that one, and what surprises me, is how many people answer that question badly. And it's, you Google anything, there's a book written, The First 90 Days. Like, there is plenty of literature about your first 90 days. So if you can't have a good answer for that, that's problematic. And I think that one addresses the execution, delivery and accountability piece. I've had a lot of people that I've interviewed, and really, for the first 90 days, they're just going to be meeting people and getting their lay of the land. To me, that's a fail. That's your first 30 days. Your next 30 should be formulating a plan and a strategy, and your last 30 should be kind of locking that in and getting traction on it, you know, like, [what do you think]?

Jon McLachlan

I love that word, the traction. That's, that's a beautiful word.

Andrew Gontarczyk

Well, I think it's important, right? Because if people come in and talk to you and go, well, I'm just going to meet people and get a lay of the land and meet people. It's like, how is that helping the organization? That's great for you, but that's not really helping me or anybody. It's just,

Jon McLachlan

In 30 days, it's quite generous to, you know, just meet people, you know.

Andrew Gontarczyk

Look, and, and all these things are kind of loose and fluid, but I think at the end of a 90-day plan, you need to establish yourself in the organization, especially at a leadership level. What do you stand for? What are you here for? Where are you struggling? Like, I think it's also important to call out, we need to get all this stuff done, there's no way we're going to be able to get this done for reason X, Y and Z, or blah, blah, blah, right? You need to, by 90 days, be able to have some real conversations around what's going to be good, what's going to be bad, where do we need, where's opportunities, blah, blah, blah. Hey, I need to change the team. I've looked at it. This team's all wrong. Whatever. Or this team's great, but I need more people. Yep. They're the sort of conversations you should be able to have within 90 days. If you're coming in and just telling me that I'm going to meet people and talk to people and get a lay of the land, that's too long. That's one, that's the general sort of leadership thing. The other one for me, which I think is a great security question, and it's helped me sort out a lot of different candidates, is I draw, and now I do it on a Google Slide or a PowerPoint and share my screen, obviously, because we can't do it in real life. But I, in the old days, I would get on the whiteboard and draw a really simple three-tiered architecture. And you could argue it's a bit old school, but it works. I probably need to refine it a little bit, to be a bit more modern. But it's basically presentation layer, app layer, database, internet, and a user with a line through all of them, right? It's [a] basic 101 [three-tier] app. And then I just hand over the pen to people. I'm giving away a lot here. I hand over the pen and say, secure it.

Jon McLachlan

There you go.

Andrew Gontarczyk

And it really gives you a sense of how they think about security. Like, what are they thinking about? Do they understand certain networking and zoning and stuff? Do they understand authentication and authorization, user provisioning and all that sort of stuff? Do they understand logging and monitoring and all that sort of stuff? Do they understand the integrity side of things, with the resilience and HA and blah, blah, blah, blah, blah, DDoS, all those sorts of things? And so it's sort of, I use this for architects. When I hire architects, it just gives me a very good sense of someone's breadth, and also, again, it can be depth as well.

Jon McLachlan

Like, you can dig into that too. You just keep on asking, like, for one more layer in and one more layer. And before you know it, I'm sure you're looking at assembly, right?

Andrew Gontarczyk

Well, you could. Absolutely, right? Absolutely. And, you know, it's just, and it also gives you a sense of their ability to solution and actually contribute. Because if they can't answer that question and don't know what they're doing, then they clearly don't know how to solve the problem. And then, if there's a team that they need to help do that, they're not going to be successful in doing it, right? So, sort of, how do you, you know, very simple. Here's a simple business problem. It's a, it's a web app. Yep. Secure it. So they're my two, I think.

Jon McLachlan

That's great.

Andrew Gontarczyk

They're two reasonable ones.

Jon McLachlan

Those are great questions. When I'm thinking about security teams, one of the things that I often think about is the diversity. And I know we often think of diversity as racial diversity or sexual orientation and being part of diversity. And those are important pieces to diversity, but everyone brings a unique piece of diversity to the table, and even if it's something as simple as having both green team members and very senior team members on the same team. [I've] noticed that when you have a very diverse team, you have a lot of different perspectives that is brought to the table. And as long as you foster a culture of openness and humility and always learning and always hungry, which it sounds like you do, then a disagreement now becomes an opportunity for someone to learn something new about how the world works, or see the world from a different perspective of, here's a perspective of the world where that's not a problem anymore. So, any special diversity efforts that you make when you actually are building out the team? I know sometimes we just get what we get when we're hiring folks.

Andrew Gontarczyk

You know, now we're going into some really philosophical dimensions of the conversation, which is good, right? So, a couple of things there. And a personal challenge that I'm going through with regards to recruiting at the moment. But just more philosophically, diversity is an interesting subject, because I think outwardly diversity is described the way you just described it, in terms of sexual orientation or race and what have you. But if you [have],

Jon McLachlan

Gender, yeah.

Andrew Gontarczyk

And gender and what have you, right?

Jon McLachlan

Yep.

Andrew Gontarczyk

The issue, though, with that, and I was listening to, I think this was in The Economist a little while ago, because you do a lot of bike rides, right? So I just listen to The Economist, and there's an article talking about this. And they're just saying that, okay, but if you have men, women, you know, different sexual orientation and races all coming from the same university, is that really diverse, if they're all the same socioeconomic background and went through the same college system? Then yes, on paper, you've kind of ticked these boxes that people refer to, but that's not necessarily diverse, which I thought was an interesting, oh, yeah, interesting. That gets you thinking, doesn't it? Really? I thought that was a really interesting point. So in terms of the dimensions of diversity as currently described in organizations, I think I'm really supportive of them. I think any of those sorts of things, you can look at and you can poke holes in all of those dimensions, but the long and the short of it is the intent of them and the overall outcome, I think, is the right thing to do. And I think focusing on those things is important. But to me, they're less important, because the most important thing is what you're talking about, is diversity of ideas. And I think, for me, one of the challenges of being in my role now, is being the CISO, is, and I think this is the beauty of being more junior in a team, is that I'm kind of expected to have the answers. And I don't like, personally, to, to, to have, to be the guy that sits in a room, like, I'm a guy that sort of, I think one of my main strengths is, when there's people just floundering and not really sure where to go, I'll just go in and make a call. But that's what I'll do. I'll just go, okay, guys, we got to move, so let's move.

Jon McLachlan

Yep, that can be very helpful.

Andrew Gontarczyk

It is, but what I struggle with is when no one, like, I really like people to challenge me. I like people to give me an alternate position or ask me questions, because the problem is, oh, I'm the boss. So people kind of sometimes, and I've seen this especially in the financial services, where it's very, very hierarchical, people go, well, I can't raise this. And I openly kind of encourage people to challenge me, to tell me if it's a stupid idea, or if they can make my idea better. And so I think, you know, having diverse opinions and, more importantly, having the freedom, because I think, and again, getting very philosophical, but every opinion is a diverse opinion, because it's not yours. Right. I think the diversity thing, from the perspective of what we described earlier, I think that's just a human goodness angle of, be good to human beings. Everyone is a human being, and they all have a right to be here, and we shouldn't discriminate on any level. And we're all part of the same species. We're all on the planet, and we all have an equal right, and for the opportunities and things that we do, right? So that's, that's one part of it. And I am fully supportive and encouraging of any measures that are done to break down a lot of existing stereotypes and prejudices that people have, just from a societal standpoint, for generations, of how we've gotten to here, right? And that's, I think it's naive to ignore it and assume that it's not there. It is, and we need to actively work on it. And everyone has their own biases and all that sort of stuff, the unconscious bias stuff. Everyone has it. Again, you're a fool and naive if you think you don't. And you need to be aware of it and need to work through it. But that's one part. The other part is, I think, you know, for me, culturally in a team and how it works, you know, it is important to encourage people to ask difficult questions. It is important to feel empowered to do so as a more junior member of the team. You know, like, I'm sure everyone does this, and I've done this numerous times. We're sitting in a meeting, and you have this view that, I should know this, but I don't understand what they're talking about. And it takes a fair bit of courage to actually go, hang on, can you just, I don't understand what, what is this that, that I don't understand this bit. And I've got to tell you, for me, 90% of the time when I've done that, a good two or three other people in the room go, yeah, I was wondering the same. It's a great question. Like, what are we talking about? What is this? What is on the board?

Jon McLachlan

I'm so sorry. I don't understand. Please help me.

Andrew Gontarczyk

Exactly right. And, but again, usually you're not the only one in the room that feels that way. And so I think, yeah, so, I don't know. I don't know. I think diversity of ideas is just creating a safe space for people to voice them, ask the stupid questions. And if someone asks genuinely a stupid question, don't make them feel like an idiot. They're learning, right? Everyone's learning, and all learning. Yeah, and I think you just got to be really encouraging. And, you know, for the most part, like, you know, my philosophy is creating space. I don't know whether I'm that good at it, but that's my philosophy. My job as a leader is to create space. So, to kind of engage with the business, engage with my stakeholders, constantly grow our scope, constantly grow our influence, which fundamentally translates to creating problems for us to solve. That's the definition of space. And then the rest of that goes to the other team members to try to fill that space. And hopefully that's space where people, that excites people, gives them things to do, and keeps them passionate about what we're trying to achieve. But I don't see my job as micromanaging and all those sorts of things.

Jon McLachlan

Yeah, I don't know anyone that likes to be micromanaged either. And that idea of creating the space, just setting up the motives behind the scene, the context for the business to move forward, for everyone to see how their individual contributions add value to the business, and are not just adding value to the business, but are interesting and challenging along the way, right? That's where I've seen really great stuff happen. But, you know, we're talking in the security space, but that applies, I think, across the board, very philosophically. And it's great, because everyone retains a strong sense of agency. You know, everyone is able to make their own decisions. And when you're able to make your own decisions that are aligned with the business interest, but you're still driving it, you're owning it, you have a strong sense of ownership over all of that. And that's where the magic is. That makes me really happy to hear, Andrew.

Andrew Gontarczyk

I mean, look, like I say, that's philosophically how I think I am. I try to be. I'm sure I'm not perfect at it, because, you know, the balance there is that whole getting stuff done. And sometimes you give people a lot of space, and they flounder, and they don't get on with it. So you kind of lean in a bit and help them and go, guys, okay.

Jon McLachlan

Well, time, time is an important part of the space too. Like, Einstein got that one right. Theory of relativity, space-time continuum. We're bound together. There is no decoupling those two things, right?

Andrew Gontarczyk

That's [right]. I hope not. That's it, right? But I think what you just said there about accountability and ownership, like, that's what people get excited about, where they have, [they're] accountable [for] something and they deliver it, and they go, look what I made.

Jon McLachlan

That's a success. Yep. Without, without first a bit of struggle, like, there's no success there, right? So how about a tough question? Don't feel obligated here on this one, but there's one thing that keeps you up at night. What would that be?

Andrew Gontarczyk

That's a really easy question. Oh, is there? What I don't know. So, so the problem is that with every organization I've ever been in, and from a technology standpoint, things are moving so fast, things are growing so fast. What keeps me up at night is what I don't know. Like, like, you know, the goal, if you look at NIST, right? The NIST CSF, the first column is [Identify]. It's one fifth of the pie. Know what you've got. Because if you don't know what you've got, how can you protect it?

Jon McLachlan

Right. You bump into black swans, or the unknown unknowns. And it's that fourth quadrant of knowledge that can definitely bite you, and you don't even know it's coming.

Andrew Gontarczyk

That's right. Because if you know it, then you can, you know, the theory is that you've either dealt with it, or you've risk-accepted it in some way, shape or form, because you've decided not to deal with it right now. You're going to deal with it later because, whatever you're looking for, budget, priority, da, da, da, da, da. But once you know about it, in some level, it's in your control. You're making decisions.

Jon McLachlan

I suppose that's why some, some folks are driven to buy cyber insurance. Cover the unknown unknowns.

Andrew Gontarczyk

Look, cyber insurance is just a no-brainer. It amazes me that it's even a topic of conversation. It's like, you know, you have insurance when you drive a car, et cetera, et cetera. To me, that's just the cost of doing business, especially in today's ecosystem. I mean, it's not a question of if, the question of when and how bad is it going to be. So insurance is, in my opinion, a necessary risk management strategy. But yeah, no, to me, like, the thing, what keeps me up at night the most is definitely the what I don't know. That can be on many, on many, many fronts. I mean, you know, an example of that, on a less technical level, is data loss, right? Especially if it's like PII or what have you, because that has more regulatory and other sort of commercial, financial impacts, versus IP losses are slightly, just a different kind of subject matter. So I'll park that one for a second. But if I look at, if I look at PII as an example, you know, data protection is a nightmare. It's everywhere. It's near impossible to control it fully. And the more you control it, the more you piss off your users. So there's a balance there. Does that keep me up at night and cause me huge amounts of concern? Maybe not, like, cold sweats, but in terms of knowing, I'd challenge any CISO or any security professional to be able to say, I know where all my data is. It just doesn't, it's just a little bold statement. So that's just one example of the challenge, right? But, you know, I think, for me, the issue is more in the technology space. You know, especially, like, if you think, look at, like, all the cloud services, AWS and all that sort of stuff. Anyone in the org, depending on your governance, but anyone can spin stuff up with their credit card, this, that and the other. And it's just, yeah, it's a challenge.

Jon McLachlan

All right. Well, thank you so much, Andrew, for jumping on the show. We want to leave our listeners to any last words, final thoughts.

Andrew Gontarczyk

This is where I think I should try to be profound and deeply philosophical, which I think I'm neither of those.

Jon McLachlan

Well, we could just wish everyone to enjoy the rest of their day and stay tuned for more episodes of the Security Podcast of Silicon Valley.

Andrew Gontarczyk

Yes. Thank you very much for having me. It's been a pleasure.

Jon McLachlan

Andrew, the pleasure is all mine. And wish you the best moving forward with Pure Storage and securing all of that valuable data.

Andrew Gontarczyk

Thank you.

FAQ

Questions this episode answers

Who is Andrew Gontarczyk?
Andrew Gontarczyk was the chief information security officer of Pure Storage from March 2020 to October 2024. Before that he was vice president of information security at Symantec, and earlier he held security roles at Pepper Financial Services Group, Commonwealth Bank and NBN Co after more than a decade at IBM Australia. Since October 2024 he has been CEO Legal Risk Management at LEAP Dev.
When does a company need a security team?
Andrew's answer is timing. Early on, a startup should be cognizant of security without being heavy-handed. The time comes when it goes after enterprise deals and customers ask for policies, processes, incident response and monitoring.
What security teams did Andrew have at Pure Storage?
In 2021 he described a product security team and a security operations team. Security operations covered blue team work, some offensive security and running the security tools. He described governance, risk and compliance as the function that shows the value of security.
What is the difference between product security and infrastructure security?
In Andrew's analogy, product security is the car, what the company ships, with security features and security requirements on every feature. The CI/CD pipeline is the factory that builds it, and infrastructure is the environment both run in, such as AWS, on-premises or Azure.
What is a security non-functional requirement?
A requirement every feature has to meet, beyond what the feature does. Andrew's example is multi-factor authentication, which still needs auditing, proper authentication for whoever administers it, and integrity so the feature itself can't be modified or compromised.
What is the difference between vulnerability scanning, penetration testing and red teaming?
Andrew sees three layers. Scanning checks every piece of infrastructure for known weaknesses and patch levels. A penetration test works in a fixed scope, such as a few IP addresses and a set time. Red teaming is objective-based, such as compromising the CEO's laptop, with limits set only by budget.
What is a blue team?
In Andrew's words, the blue team is effectively the security operations center. Its job is to detect and respond to what the red team does and to what a real adversary does, which matters more.
What is a purple team?
Andrew calls it a process more than a team. After a red team exercise, the red team teaches the blue team what it did, and the blue team writes detections to close the gaps.
Why does Andrew say security is a team sport?
Because the security team doesn't do the bulk of the security work. Everyone else owns the infrastructure, the business processes and the product, so the security team's job is to influence them with metrics, data and visibility.
What does Andrew look for when he hires?
The ability to execute and deliver and accountability come first. Then how a person works with others, clear examples on a resume of what they did, and cultural fit. His pet peeve is people who talk a good game and don't deliver.
What are Andrew's favorite interview questions?
Two. For leaders: what will your first 90 days look like? For architects: he draws a simple three-tier app with a user, the internet, a presentation layer, an app layer and a database, hands over the pen, and says secure it.
What should a new security leader do in the first 90 days?
In Andrew's answer, 30 days to meet people and learn the lay of the land, 30 to formulate a plan and a strategy, and 30 to lock it in and get traction. By day 90 the leader should be having real conversations about what will be good, what will be bad and what the team needs.
How does Andrew think about diversity on a security team?
He supports the dimensions organizations use today and says their intent and outcome are right. He puts the most weight on diversity of ideas, which needs a culture where people feel safe to challenge the boss and ask questions.
What keeps a CISO up at night?
For Andrew, what he doesn't know. Organizations and technology move fast, and you can't protect what you don't know you have, which is why Identify comes first in the NIST Cybersecurity Framework.
Should a company buy cyber insurance?
Andrew calls it a no-brainer and a necessary risk management strategy, like car insurance, because the question is when an incident happens and how bad it is.
What changed in the NIST Cybersecurity Framework after this episode?
Version 2.0, released on February 26, 2024, added a sixth function, Govern, to Identify, Protect, Detect, Respond and Recover, and widened the framework's audience from critical infrastructure to all organizations.
What has Andrew done since the episode?
He led security at Pure Storage until October 2024 and took part in Pure Storage's 2024 report Beyond the Firewall. In October 2024 he became CEO Legal Risk Management at LEAP Dev. In January 2025, Team Cymru's newsletter published takeaways from an interview with him on cybersecurity leadership.
Keep reading on the YSecurity blog
Related episodes
New episodes every other Tuesday

Got a story like this one?

We're always looking for practitioners who've been in the room when it mattered.