The Security Podcast of Silicon Valley

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.linke...

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-d Glenn: www.linkedin.com/in/glennanthonymulvaney TraceForce: www.trac...

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-mclachlan Sasha: www.linkedin.com/in/aliaksandr-sinkevic...

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.relyan...

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/kwantam Cubist: www.cubist.dev Jon: www.linkedin.com/in/jon-mclachlan Sasha: www.linkedin.com/in/aliaksandr-sinkevich YSecurity: ww...

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 wha...

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 l...

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...

Everyone’s building AI. Few know how to deploy it safely. Yaron Singer , co-founder of Robust Intelligence (acquired by Cisco), reveals what’s really blocking AI from scaling—and why trust, not tech, is the biggest barrier. A must-listen for any founder navigating the AI wave. Yaron Singer: www.linkedin.com/in/yaron-singer-76ab6317 Robust Intelligence: www.robustintelligence.com Jon McLachlan: www...

What happens when a seasoned entrepreneur tackles one of the biggest security challenges for startups? Daniel Marashlian, Co-Founder and CTO of Drata, built a billion-dollar company by automating security audits. In this episode, he breaks down compliance headaches, AI’s role in security, and why automation is the future. Daniel Marashlian: www.linkedin.com/in/danielzev Drata: www.drata.com Jon Mc...

Too many startups fall into the “more tools = more security” trap. Instead of better protection, they end up with data silos, integration nightmares, and security teams buried in alerts—while real threats slip through the cracks. Kabir Mathur , CEO of Lean, breaks down why adding more security tools might be your biggest mistake, the hidden costs of tool sprawl, and how to actually build a securit...

Imagine waking up to thousands of customers scammed—using your brand’s name. The website looked real. The emails were flawless. No one saw it coming. This is the new reality of AI-powered fraud. Cybercriminals don’t need weeks to set up a scam anymore—they need just 4 hours. Rod Schultz , CEO of Bolster AI, exposes the rise of automated phishing, brand impersonation, and large-scale fraud, plus th...

What if the way you secure your company is all wrong? Taher Elgamal , the ‘Father of SSL,’ reveals why passwords are failing us, what smarter security looks like, and how businesses can thrive with it. Taher: www.linkedin.com/in/taherelgamal Evolution Equity: evolutionequity.com Jon: www.linkedin.com/in/jon-mclachlan Sasha: www.linkedin.com/in/aliaksandr-sinkevich YSecurity: www.ysecurity.io   🔒...

What does it take to stop a trillion-dollar criminal enterprise? Damon Fleury , Chief Product Officer of SpyCloud, dives into the murky world of cybercrime and the economy driving it. Fleury shares his journey from code and network stacks to facing off against an elaborate cybercrime ecosystem — one that’s as organized as a traditional business but designed purely to exploit and harm. Damon: www.l...

Neil Serebryany , Founder and CEO of CalypsoAI, shares his fascinating journey from the National Geospatial-Intelligence Agency to leading a cutting-edge AI security company. We dive into the evolving landscape of AI risks, data protection, and regulatory challenges while exploring the future of AI as it transforms industries and society. Learn how CalypsoAI is paving the way for secure AI adoptio...

Jacob Berry , Field CISO at Clumio, sits down with Jon and Sasha, YSecurity.io, to explore the intricate balance between security and business growth. Jacob shares his journey from a “punk hacker” to leading security for a cutting-edge cloud data protection company. We delve into the evolving role of the CISO, the complexities of managing security for cloud-based services, and the importance of ba...

From his roots in voice technology at giants like Google and IBM to pioneering security innovations at Pindrop, Vijay Balasubramaniyan shares his unique journey of merging voice and security. Discover how Pindrop is leading the charge against deepfake fraud, revolutionizing voice authentication, and even protecting democracy. Vijay: www.linkedin.com/in/vijayab Pindrop: www.pindrop.com Jon: www.lin...

Join us in this episode of the Security Podcast in Silicon Valley , where host Jon McLachlan sits down with Kayne McGladrey , Field CISO at Hyperproof . Kayne shares his unique journey from theater to cybersecurity , offering insights into risk management, regulatory compliance, and the evolving landscape of cyber threats. Discover how his background in improv and theater has shaped his approach t...

In this episode of The Security Podcast of Silicon Valley , host Jon McLachlan sits down with Haseeb Awan , the visionary Founder and CEO of Efani Secure Mobile . Join us as Haseeb shares his inspiring journey from co-founding BitAccess to creating a bulletproof mobile service designed to protect against the rising threat of SIM swapping and digital identity theft. Haseeb opens up about his person...

In this episode of the Security Podcast of Silicon Valley , a YSecurity production, hosts Jon McLachlan and Sasha Sinkevich dive into an engaging conversation with Simon Wijckmans , Founder and CEO of cside.dev . Simon shares his journey from working at Hydra , Vercel , and Cloudflare to founding cside.dev , a security startup focused on client-side security. He discusses the evolution of web secu...

In this episode of The Security Podcast of Silicon Valley , a YSecurity production, Host Jon McLachlan talks with Lorenzo Thione , a philanthropist , LGBTQ advocate, and investor. As the co-founder and chairman of StartOut , the only LGBTQ incubator, and managing director of Gaingels , Lorenzo shares his unique insights into the intersection of AI and security. They explore the ethical implication...

In this episode of the Security Podcast of Silicon Valley , a YSecurity production, Hosts Jon and Sasha dive deep with Suha Can , the Chief Information Security Officer at Grammarly , who oversees the security of over 30 million users and 70,000 enterprise teams worldwide. Suha shares his journey from discovering the internet in a small Turkish café to leading security at major tech giants like Am...

Join us on YSecurity Production as Jon McLachlan welcomes Tony Thai , the innovative Founder and CEO of HyperDraft . Discover how Tony’s journey from software engineering to a prominent law firm attorney inspired him to create groundbreaking legal tech solutions. In this episode, Tony shares insights into the intersection of cybersecurity and legal fields, the importance of client communication, a...

Alan Braithwaite , Co-Founder and CTO of RunReveal, shares his journey from Cloudflare to co-founding RunReveal, discussing how his company is revolutionizing the security landscape by making threat detection faster and easier. Alan: www.linkedin.com/in/alan-braithwaite RunReveal: runreveal.com Jon: www.linkedin.com/in/jon-mclachlan Sasha: www.linkedin.com/in/aliaksandr-sinkevich YSecurity: www.ys...

Vivek Ramachandran , Founder and CEO of SquareX, shares his inspiring journey into the cybersecurity field, sparked by his fascination with the power of individual hackers and their impact on massive websites. He discusses the evolution of the security landscape over the past 25 years, emphasizing the shift from lone warriors to collaborative team efforts against sophisticated cyber threats. Vivek...