The Security Podcast of Silicon Valley
Welcome to ”The Security Podcast of Silicon Valley,” a https://YSecurity.io production that now features a compelling blend of our traditional cybersecurity insights and the innovative new sub-series, ”The Founder’s Guide to Compliance.” Hosted by Jon McLachlan and Sasha Sinkevich, this podcast dives deeper into the human element of cybersecurity, bridging the gap between technical challenges and the human stories behind them. ”The Security Podcast of Silicon Valley” has always been your gateway to the heart of innovation and resilience in the cybersecurity world. Our discussions unveil the trailblazers in security—entrepreneurs, engineers, and leaders who navigate not just the technical landscapes but also the human challenges that define today’s security industry. We create a shame-free zone for open, candid conversations about the real issues, triumphs, and the sometimes daunting journey through the world of cybersecurity. With the addition of ”The Founder’s Guide to Compliance,” we expand our horizon to focus on the critical aspect of compliance in the startup ecosystem. This new sub-series aims to demystify compliance standards like SOC, NIST, HITRUST, and others, making them accessible and actionable for founders, startups, and anyone vested in the intersection of technology, security, and regulation. Jon and Sasha bring their expertise and personal experiences to the forefront, offering insights into overcoming the hurdles of compliance while fostering innovation and resilience. Each episode, approximately 45 minutes long, is a journey into the minds and stories of those who dare to think differently and act boldly. From the dilemmas of real entrepreneurs to the strategies of seasoned operators and engineers, our podcast brings to light the cutting-edge technologies and techniques that offer tangible solutions to pressing security concerns. ”The Security Podcast of Silicon Valley” with ”The Founder’s Guide to Compliance” is more than a podcast; it’s an essential resource for professionals in the field and anyone intrigued by the critical role of humanity in shaping the future of security. Whether you’re a founder navigating the complex landscape of compliance or a seasoned professional looking for insights into the latest in cybersecurity, our podcast promises a wealth of knowledge, stories, and inspiration that pave the way to a safer tomorrow. Join us on this expanded journey as we continue to explore the intersection of humanity and cybersecurity, offering listeners a comprehensive view of how to thrive amidst the challenges of the modern cybersecurity landscape. Tune in, discover, learn, and be inspired. Visit us at https://YSecurity.io to start listening today. We’d love to hear from you, too. Drop us a note at contact@ysecurity.io
Episodes
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.
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Why AppSec hasn’t kept up with how engineering works today
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The 60x cost of fixing bugs in production
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What dev-first security actually looks like in the real wor...
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 itsel...
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.linkedin.com/in/jon-mclachlan Sash...
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 security stack that works.
Kabir Mathur: ww...
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 the strategies businesses need to stop...
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.linkedin.com/in/damonfleury SpyCloud:...
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 adoption and what it means for the future o...
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.linkedin.com/in/jon-mclachlan Sasha: ...
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 to cybersecurity, the importance of SEC ...
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 personal experiences with security breaches,...
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 security, the unique challenges of client-sid...
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 implications of advanced AI technologies, the impor...
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 Amazon and Microsoft. We explore how he’...
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, and the impact of AI in legal services...
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.ysecurity.io
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: www.linkedin.com/in/vivekramachand...
In this episode of The Security Podcast of Silicon Valley, host Jon McLachlan sits down with Dr. Georgianna Shea, the Chief Engineer at MITRE and Chief Technologist at the Foundation for Defense of Democracies. Dr. Shea shares her extensive experience in cybersecurity, from her work with the Department of Defense to her current role in influencing national security policy. Discover her insights on the importance of resilience in cy...
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