A YSecurity Production
The Security Podcast
of Silicon Valley
The Security Podcast of Silicon Valley is the cybersecurity podcast where founders and security leaders talk through the decisions that actually shaped their companies, from the SOC 2 that unstuck a stalled deal to the AI agent that got more access than anyone intended. Hosted by YSecurity co-founders Jon McLachlan and Sasha Sinkevich since 2021, recorded in the San Francisco Bay Area, and released every other Tuesday.
104 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
- Why a16z’s CISO doesn’t trust the approve button Yash Kosaraju · a16z
- Your zero trust is running on a sticker Roei Ganzarski · Alitheon
- CISO does not spell CEO Chris Kirschke
- 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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- You review nothing in advance and plug whatever you like at the end.
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