What if 90% of “secured” smart contracts were still exploitable? That’s the reality Olympix founder and CEO Channi Greenwall is seeing on-chain today. She breaks down why traditional audits are failing Web3 teams, why the attack surface is bigger than most founders realize, and how automated security is starting to close the gap. You’ll learn: Why Web3 security is closer to medical devices and aviation than typical SaaS risk How one exploit can wipe out years of startup effort in seconds The hidden overlap between Web2 and Web3 attack surfaces that founders underestimate What it actually looks like to automate 60–80% of what human auditors do today Listen to the full episode on your favorite platform. Channi: www.linkedin.com/in/channi-greenwallOlympix: www.olympix.security/Jon: www.linkedin.com/in/jon-mclachlanSasha: www.linkedin.com/in/aliaksandr-sinkevichYSecurity: www.ysecurity.io

Code ships faster than anyone can review it. Jack Cable, CEO and Co-Founder of Corridor, explains what actually gets missed when teams stop reviewing every pull request, why most security tools surface noise instead of risk, and how Corridor approaches secure-by-design when speed is non-negotiable.Jack: https://www.linkedin.com/in/jackcableCorridor: https://www.corridor.devJon: https://www.linkedin.com/in/jon-mclachlanSasha: https://www.linkedin.com/in/aliaksandr-sinkevichYSecurity: https://www.ysecurity.io

What if your first security hire wasn’t a person, but a simple, guided program that made sense to everyone in your company? In this conversation, Sidekick founder and CEO Phil Howie breaks down how SMBs can build a security and privacy practice from the ground up—long before they can afford a full internal team. We cover the reality of compliance vs real security, working with MSPs, the role of design in security tools, and how founders should think about AI, governance, and future regulation. If you’re a founder trying to grow in regulated markets, this one’s for you. Phil: https://www.linkedin.com/in/philhowie Sidekick: https://www.sidekick.co Jon: https://www.linkedin.com/in/jon-mclachlan/  Sasha: https://www.linkedin.com/in/aliaksandr-sinkevich/  YSecurity: https://www.ysecurity.io/ 

Most companies still test security long after code is shipped. That delay creates blind spots. In this episode, Rejah Rehim, Co-Founder & CEO of Beagle Security, explains how automated penetration testing gives teams a clearer picture of their real exposure—while keeping the process simple enough for developers to run themselves.   Rejah: https://www.linkedin.com/in/rejah/ Beagle Security: https://beaglesecurity.com/ Jon: https://www.linkedin.com/in/jon-mclachlan/  Sasha: https://www.linkedin.com/in/aliaksandr-sinkevich/  YSecurity: https://www.ysecurity.io/ 

AI agents can burn through budgets and trust in minutes. Eric Olden, Co-Founder and CEO of Strata Identity, breaks down the control plane founders need: policy-driven guardrails, intent/context/outcome audit, and lifecycle governance—so you can move from sandbox to production with confidence. Eric: https://www.linkedin.com/in/boughtnotsold Strata Identity: https://www.strata.io Jon: https://www.linkedin.com/in/jon-mclachlan Sasha: https://www.linkedin.com/in/aliaksandr-sinkevich YSecurity: https://www.ysecurity.io

Most people think hackers exploit systems. The best hackers improve them. In this episode, Ted Harrington explains how to unlock your “inner hacker”—the mindset that turns obstacles into innovation. From breaking outdated rules to building smarter, safer companies, this conversation reframes what it means to lead with curiosity. Ted: https://www.linkedin.com/in/securityted/ Ted’s website: https://www.tedharrington.com/ Jon: https://www.linkedin.com/in/jon-mclachlanSasha: https://www.linkedin.com/in/aliaksandr-sinkevichYSecurity: https://www.ysecurity.io

Cutting support costs usually tanks experience—unless you redesign the system. Veronica Moturi shares how Brinks built an AI “first line,” kept humans for nuance, and improved accuracy by unifying data, verification, and troubleshooting. If you’re scaling support, this is your roadmap to trust, speed, and measurable unit economics.   Veronica: www.linkedin.com/in/veronica-moturi Brinks Home: brinkshome.com Jon: www.linkedin.com/in/jon-mclachlan 
 Sasha: www.linkedin.com/in/aliaksandr-sinkevich  YSecurity: www.ysecurity.io 

Deepak Dutt, founder of Zighra, reveals how continuous behavioral authentication is changing the game—from stopping $200M fraud schemes to securing military operations.Deepak: https://www.linkedin.com/in/deepakdutt/Zighra: https://zighra.com/Jon: https://www.linkedin.com/in/jon-mclachlanSasha: https://www.linkedin.com/in/aliaksandr-sinkevichYSecurity: https://www.ysecurity.io

What if your first lines of code determined your startup’s ability to scale? Dirk Meister, founding engineer at Augment Code, walks us through the intentional security architecture decisions they made on day one—and why trust isn't something you can bolt on later. Dirk Meister: https://www.linkedin.com/in/meisterdirk/ Augment Code: https://www.augmentcode.com/ Jon McLachlan: https://www.linkedin.com/in/jon-mclachlan/ Sasha Sinkevich: https://www.linkedin.com/in/aliaksandr-sinkevich/ YSecurity: https://www.ysecurity.io/

Michael Nov, Co-Founder and CEO of Prime Security, reveals how ignoring the design stage creates costly security gaps later. He shares hard-won lessons from building at OwnBackup and launching a startup during crisis. Michael: https://www.linkedin.com/in/michael-novPrime Security: https://www.primesec.aiJon: https://www.linkedin.com/in/jon-mclachlan  Sasha: https://www.linkedin.com/in/aliaksandr-sinkevich  YSecurity: https://www.ysecurity.io  

Contracts aren’t controls. Jonathan Mortensen, CEO of Confident Security, lays out a practical path to provably private AI—confidential compute, attestation, and encrypted weights—so you can swap your OpenAI-compatible endpoint, keep crown-jewel data out of vendor training, and still close enterprise deals. Listen to learn how founders can pass security reviews, avoid GPU sprawl, and turn privacy into a sales advantage. Jonathan: https://www.linkedin.com/in/jonathanmortensen Confident Security: https://www.confident.security Jon: https://www.linkedin.com/in/jon-mclachlan Sasha: https://www.linkedin.com/in/aliaksandr-sinkevich YSecurity: https://www.ysecurity.io 

AI isn’t just writing code—it’s joining the team. Scott Dietzen, Board Member at Augment Code, explains how Augment’s AI agents are changing the way enterprise software is built, secured, and scaled. These aren’t copilots for toy projects—they’re context-aware agents designed for real-world codebases and real production work. Scott: www.linkedin.com/in/scottdietzenAugment Code:: www.augmentcode.com Jon: www.linkedin.com/in/jon-mclachlanSasha: www.linkedin.com/in/aliaksandr-sinkevichYSecurity: www.ysecurity.io

Free AI tools promise speed—but they can quietly kill enterprise deals. In this episode, Michael Moore, VP and Head of Legal at Glean, unpacks the legal, privacy, and trust pitfalls that most AI startups overlook. He explains how to design AI products that survive legal scrutiny, earn buyer trust, and actually close. Michael: www.linkedin.com/in/michaeltimmoore Glean: www.glean.com 
Jon: www.linkedin.com/in/jon-mclachlan 
 Sasha: www.linkedin.com/in/aliaksandr-sinkevich  YSecurity: www.ysecurity.io 

AI agents can do more than access your data—they can act. TraceForce.ai founders Xia Hua and Glenn Mulvaney reveal the next big security risk: autonomous agents that operate beyond permission boundaries. From startup execution to securing the agent economy, this special episode covers it all. Xia: www.linkedin.com/in/xia-hua-ph-dGlenn: www.linkedin.com/in/glennanthonymulvaney TraceForce: www.traceforce.ai Jon: www.linkedin.com/in/jon-mclachlan Sasha: www.linkedin.com/in/aliaksandr-sinkevichYSecurity: www.ysecurity.io 

AI-generated fraud is now mainstream—and your team probably can’t tell the difference. Ben Colman shares hard-earned insights on fighting deepfakes, building detection tech that actually works, and how to stay ahead in the AI arms race. Ben: www.linkedin.com/in/benpcolman Reality Defender: www.realitydefender.com Jon: www.linkedin.com/in/jon-mclachlanSasha: www.linkedin.com/in/aliaksandr-sinkevich YSecurity: www.ysecurity.io

Your data is moving—through APIs, AI agents, and services—and most businesses have no idea how. Abhi Sharma, CEO and Co-Founder of Relyance AI, joins us to explain how companies are getting AI governance wrong and what to fix. He reveals the 3 elements that define trust in AI—and why missing just one breaks everything. Abhi: https://www.linkedin.com/in/abhisharmab/ Relyance AI: https://www.relyance.aiJon: www.linkedin.com/in/jon-mclachlanSasha: www.linkedin.com/in/aliaksandr-sinkevichYSecurity: www.ysecurity.io

Most founders think you have to choose between security and usability. Riad Wahby disagrees—and built Cubist to prove it. In this episode, he breaks down how startups can achieve secure key management without sacrificing speed or flexibility. Riad: www.linkedin.com/in/kwantamCubist: www.cubist.devJon: www.linkedin.com/in/jon-mclachlanSasha: www.linkedin.com/in/aliaksandr-sinkevichYSecurity: www.ysecurity.io

What if security wasn’t something developers had to think about at all? That’s the vision Travis McPeak—former Netflix and Databricks security leader—is building at Resourcely. In this episode, he breaks down why most security tools fail, how trust between security and engineering got broken, and what it really takes to fix cloud misconfigurations before they hit production. Travis also shares what compliance is getting wrong, why developer experience is non-negotiable, and what he learned going from big tech to startup CEO. Travis: www.linkedin.com/in/travismcpeakResourcely: www.resourcely.ioJon: www.linkedin.com/in/jon-mclachlanSasha: www.linkedin.com/in/aliaksandr-sinkevichYSecurity: www.ysecurity.io

What if your security tools are actually slowing you down? Bright Security co-founder and CEO Gadi Bashvitz shares how their team went from AI fuzzing to reshaping the way developers tackle vulnerabilities—without drowning in false positives or compliance theater. Why AppSec hasn’t kept up with how engineering works today The 60x cost of fixing bugs in production What dev-first security actually looks like in the real world How Bright is helping teams fix the right issues—faster Listen to learn how Bright Security is shifting security left—without slowing teams down. Gadi: www.linkedin.com/in/bashvitzBright Security: www.brightsec.comJon: www.linkedin.com/in/jon-mclachlanSasha: www.linkedin.com/in/aliaksandr-sinkevichYSecurity: www.ysecurity.io

AI is no longer just writing code or generating images—it’s shaping how we think. In this episode, we sit down with AI researcher, professor, and investor Michal Pechoucek to explore how artificial intelligence is shifting from targeting systems to targeting human cognition. Michal outlines four emerging threats that are redefining AI security and explains why deepfakes, behavioral data, and black-box models are putting trust itself at risk. We also discuss the growing gap between AI innovation and AI safety, how China is approaching behavioral data, and what this shift means for founders, defenders, and the future of digital trust. Michal: www.linkedin.com/in/pechoucekEvolution Equity: www.evolutionequity.comJon: www.linkedin.com/in/jon-mclachlanSasha: www.linkedin.com/in/aliaksandr-sinkevichYSecurity: www.ysecurity.io