A YSecurity Production
The Security Podcast
of Silicon Valley
Founders, engineers, and security leaders on what it actually takes to secure fast-moving companies — compliance, incidents, AI, and the decisions behind them. Hosted by YSecurity co-founders Jon McLachlan and Sasha Sinkevich since 2021.
101 episodes Since 2021 5.0★ Apple Podcasts Biweekly on Tuesdays
Every episode
Five years of conversations, all of them here. Each episode has its own page with a player and full notes.
2026
- Hacking AI is now a TikTok skill Johnny Hung & Munam Wasi
- Why Your Employees' Favorite AI Tool Might Be Leaking Your Data Xia Hua · Traceforce
- AI Onboarding Is a Security Problem, Not a Feature Ged Ossman
- How Browser Security Became the New Battleground for Enterprise AI Or Eshed · LayerX
- The God-Level Hacker: How One Founder Is Building the World's Most Powerful Offensive Cyber Tool Alexis Lingad
- They Don't Need to Hack You Now. They Just Need to Wait. Kevin Kane
- Stop Saying No: How Security Leaders Enable AI Instead of Blocking It Pranava Adduri & George Gerchow · Bedrock Data
- How one unsecured printer can take down 11,000 devices Jim LaRoe · Symphion
- The Conversation Nobody’s Having About AI Jacob Andra & Stephen Karafiath · Talbot West
- The Real Problem Isn't Deepfakes. It's Identity Jasson Casey
- Why Asking Developers To Fix Everything Is... A Bad Idea Neatsun Ziv
- How Two Marines Cracked the Defense Tech Industry (Reveal Technologies) Garrett Smith · Reveal Technology
- AI Agents Will Delete Your Database. And Then Lie About It Graham Neray
- How Illumio Stops Hackers When the “Front Door” Fails Andrew Rubin
- Escape the Ticket Trap: How AI Agents Are Replacing Manual DevOps Venkat Thiruvengadam · DuploCloud
- Ex-FBI Agent: The Biggest Security Threat is the Human Behind the Keyboard Trevor Hilligoss · SpyCloud
2025
- How Companies Lose $197 Million in Seconds Channi Greenwall · Olympix
- What gets missed when nobody reviews the code Jack Cable · Corridor
- How small companies can make their security doable Phil Howie
- Automating app security for modern dev teams Rejah Rehim
- How to put AI agents safely into production Eric Olden
- Think Like a Hacker: Why Curiosity Drives Innovation and Security Ted Harrington
- AI at Brinks Home: Lower costs, better customer support Veronica Moturi
- Invisible Security: The Future of Authentication and Trust Deepak Dutt
- Inside Augment Code: Why security starts at line one Dirk Meister
- The Critical Security Stage Every Startup Skips Michael Nov
- How to Use AI Without Giving Up Your Data Jonathan Mortensen
- Augment Code: AI Agents, Engineered to Ship Scott Dietzen
- How Free AI Tools Become Expensive Mistakes Michael Moore · Glean
- The Security Risk No One Sees Coming with AI Agents (TraceForce.ai Special) Xia Hua & Glenn Mulvaney · TraceForce.ai
- How Startups Can Fight AI Deepfake Fraud Ben Colman
- The AI Governance Expert: 3 Things Every Business Needs to Trust AI Abhi Sharma · Relyance AI
- Cryptography and Web3 Expert: Security vs. Speed Is a False Choice Riad Wahby · Cubist
- From Netflix to Startup CEO: Travis McPeak Is Redesigning Security for Developers Travis McPeak · Resourcely
- Gadi Bashvitz: How Bright Security Is Redefining AppSec for Developers Gadi Bashvitz · Bright Security
- AI Expert Michal Pechoucek: How AI Is Targeting Your Mind Now Michal Pechoucek
- Yaron Singer, Cisco: The hard truth about deploying AI today Yaron Singer · Cisco
- Building a Billion-Dollar Security Company: Lessons from Drata’s Co-Founder and CTO Daniel Marashlian · Drata
- Buying more security tools? You might be making things worse Kabir Mathur · Leen
- The 4-Hour AI Scam: Hackers steal millions—and no one sees it happening Rod Schultz · Bolster AI
- The Father of SSL: Passwords are holding us back Taher Elgamal · Evolution Equity
- Damon Fleury, CPO at SpyCloud, on Navigating the Darknet to Combat Cybercrime Damon Fleury · SpyCloud
2024
- Neil Serebryany, Founder & CEO of CalypsoAI: Securing AI's Future and Tackling Tomorrow's Risks Neil Serebryany · CalypsoAI
- Jacob Berry, Field CISO at Clumio, On Balancing Security with Business Growth in the Cloud Jacob Berry · Clumio
- Vijay Balasubramaniyan, Co-Founder and CEO of Pindrop Security: The Voice Behind Cutting-Edge Security Vijay Balasubramaniyan · Pindrop Security
- Kayne McGladrey, Field CISO at Hyperproof, SEC 10-K and Cybersecurity Leaders Kayne McGladrey · Hyperproof
- Haseeb Awan, Founder and CEO of Efani, Revolutionizing Mobile Security for the Digital Age Haseeb Awan · Efani
- Simon Wijckmans, Founder and CEO of cside.dev, Revolutionizing Client-Side Security Simon Wijckmans · cside.dev
- Lorenzo Thione, Co-Founder and Chairman of StartOut, on AI's Role in Security and the Power of Diverse Investment Lorenzo Thione · StartOut
- Suha Can, CISO at Grammarly: Safeguarding User Data in Enterprise AI Systems Suha Can · Grammarly
- Tony Thai, Founder and CEO of HyperDraft, Revolutionizing Legal Tech with Engineering Precision Tony Thai · HyperDraft
- Alan Braithwaite, Co-Founder and CTO at RunReveal: SIEM doesn't have to suck Alan Braithwaite · RunReveal
- Vivek Ramachandran, Founder and CEO of SquareX, Pioneering Browser-Based Security Solutions Vivek Ramachandran · SquareX
- Dr. Georgianna, Chief Technologist at Foundation for Defensive Democracies, Advancing National Cybersecurity Through Innovation and Policy. Georgianna Shea · Foundation for Defense of Democracies
- Clea Ostendorf, CISO of Code42, Securing the Unseen: on the Frontlines of Data Protection Clea Ostendorf · Code42
- Polina Morozov, Security Recruiter at Grammarly on Navigating Careers and Culture in Cybersecurity Polina Morozov · Grammarly
- Craig Goodwin, Co-Founder and CEO of Bleach Cyber: Imagine Cybersecurity, but not Complicated Craig Goodwin · Bleach Cyber
- Benoit Chevallier-Mames, VP Privacy Preserving Cloud and ML at Zama, Unlocking the Potential of Privacy with Fully Homomorphic Encryption Benoit Chevallier-Mames · Zama
- Evan Driscoll & Dion Almaer Unleash Augment's Software Engineering Revolution with Secure AI Evan Driscoll & Dion Almaer · Augment
- Avery Pennarun, Co-Founder and CEO of Tailscale, the Anti-Google: Rebuilding a Secure Internet from the Bottom-Up Avery Pennarun · Tailscale
- Michael Moore, Chief Privacy Officer at Lacework, Securing Tomorrow: Navigating the Cyber Frontier Michael Moore · Lacework
- Jose Arrieta, Imagineer, Former Chief Information Officer and Chief Data Officer at US Health and Human Services Jose Arrieta · fmr. CIO, US HHS
- Steve Orrin, Federal CTO at Intel, on Tech, Trust, and Transformation Steve Orrin · Intel
- Nick Sullivan on Cryptography, Cloudflare, and Building a Better Internet Nick Sullivan · fmr. Cloudflare
- Founder's Guide to Compliance: The Introduction SOC2, ISO, NIST, HITRUST, PCI-DSS, FIPS, and more Jon McLachlan & Sasha Sinkevich
- Feross Aboukhadijeh, Founder and CEO of Socket.dev, a startup improving security and privacy on the web Feross Aboukhadijeh · Socket.dev
- Aviv Grafi, Founder and Innovator at Votiro: from IDF 8200 to Cybersecurity Visionary Aviv Grafi · Votiro
2023
- Ganesh Krishnan, Co-Founder and CEO of Anzenna - on Cyber Security Awareness Training Ganesh Krishnan · Anzenna
- Elizabeth Nammour, Co-Founder and CEO of Teleskope, Navigating Data Security Frontiers Elizabeth Nammour · Teleskope
- Kevin Kane, Founder and CEO of American Binary, on Cryptography and Quantum Computers Kevin Kane · American Binary
- Sergey Stelmakh, Head of Security Engineering at Yugabyte, on Innovation vs Security in Startups Sergey Stelmakh · Yugabyte
- Dominik Schürmann, Co-Founder and CEO of heylogin Dominik Schürmann · heylogin
- Rod Schultz, VP of Product at Dust Identity Rod Schultz · Dust Identity
- David Carpe - How to Network, and The Myth of The Great Silent Resignation David Carpe · Carpe Search Partners
- Colin Bitterfield - Head of Security (Acting CISO) People Data Labs Colin Bitterfield · People Data Labs
2022
- Andrew Spangler, Head of Security and Compliance at Harness, on Building Trust in Security Andrew Spangler · Harness
- David Gurle - Founder and Executive Chairman at Hive, on Empathy, Innovation, and Disruption David Gurle · Hive
- Aman LaChapelle, Early Engineer at Modular AI, on Redefining AI Infrastructure Aman LaChapelle · Modular AI
- David M’Raihi: CPSO at Rivian, on Cryptography, Cars, and the Craft of Security David M'Raihi · Rivian
- Michael Crandell, CEO at Bitwarden Inc., on Open Source Security Michael Crandell · Bitwarden Inc.
- Sergej Dechand, Co-Founder and CEO of Code Intelligence, on Fuzzing the Future Sergej Dechand · Code Intelligence
- Benoit Chevallier-Mames, Team Lead of Machine Learning at Zama, On Open Source Homomorphic Encryption Benoit Chevallier-Mames · Zama
- Aaron Painter, Founder and CEO of Nametag, On Redefining Authentication Aaron Painter · Nametag
- Anders Eknert, Developer Advocate at Styra, On Evolved Authorization Anders Eknert · Styra
- Sean Cassidy: Head of Security at Asana, Crafting Security Excellence Sean Cassidy · Asana
- Will Butler, Red Team at Robinhood and Co-Founder of TruffleSecurity, From Hacking Airports to Leading Red Teams Will Butler · Robinhood & Truffle Security
- Salesforce Security Engineer, Benjamin Schmoker Scott, Navigating the Cyber Security Landscape Benjamin Schmoker Scott · Salesforce
- Biff Clark, Cybersecurity Specialist and Owner of Coefficient Technologies, Frontiers of Cyber Security Biff Clark · Coefficient Technologies
- Paul Nguyen, Co-Founder and Co-CEO of Permiso Security, On Innovating Security Postures Paul Nguyen · Permiso Security
- Founder Dan Sherry and Co-Founder Grace Chi deep dive into Pulsedive, Demystifying Threat Intelligence Dan Sherry & Grace Chi · Pulsedive
2021
- Robert Rounsavall, Co-Founder of Trapezoid Inc., Firmware to Frontlines Robert Rounsavall · Trapezoid Inc.
- Michael Malone, Founder and CEO of SmallStep, Certificates, Identity, X.509, and Authentication Michael Malone · SmallStep
- Dylan Ayrey, Founder and CEO of Truffle Security, How Open-Source Makes the World More Secure Dylan Ayrey · Truffle Security
- Fredrick Lee, CSO of Gusto: Why is authentic diversity essential for epic security teams? Fredrick Lee · Gusto
- Michael Brooks, vCISO and Director of Cyber Risk Services at Trava Michael Brooks · Trava
- Prakash Darji, General Manager of Digital Experience at Pure Storage: The Next Frontier of Storage and Security Prakash Darji · Pure Storage
- Leigh Honeywell, Founder and CEO of Tall Poppy, The Human Side of Privacy and Security: Online Harassment and Abuse Leigh Honeywell · Tall Poppy
- Wesley Belleman of California Air National Guard and Palo Alto Networks: Security Operations Center from Military and Private Industry Perspectives Wesley Belleman · California Air National Guard and Palo Alto Networks
- Daniel Feldman, Cloud Security Architect at HPE, Service Authentication with SPIFFE and SPIRE Daniel Feldman · HPE
- Andrew Gontarczyk, CISO of Pure Storage: Building a Security Team Andrew Gontarczyk · Pure Storage
- Anand Ganesh, Founding Software Architect at Hammerspace: Data-as-a-Service solves traditional security problems Anand Ganesh · Hammerspace
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We interview founders, engineers, and security leaders about decisions they actually made — the incident, the migration, the audit, the launch. No vendor pitches, no hypotheticals.
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