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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
28 minutes ago
28 minutes ago
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 world
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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/bashvitz
Bright Security: www.brightsec.com
Jon: www.linkedin.com/in/jon-mclachlan
Sasha: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io
Tuesday Apr 08, 2025
Tuesday Apr 08, 2025
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/pechoucek
Evolution Equity: www.evolutionequity.com
Jon: www.linkedin.com/in/jon-mclachlan
Sasha: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io
Wednesday Mar 26, 2025
Wednesday Mar 26, 2025
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
Sasha Sinkevich: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io
Tuesday Mar 11, 2025
Tuesday Mar 11, 2025
Daniel Marashlian: www.linkedin.com/in/danielzev
Sasha Sinkevich: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io
Tuesday Feb 25, 2025
Tuesday Feb 25, 2025
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: www.linkedin.com/in/mathurkabir
Leen: www.leen.dev
Jon McLachlan: www.linkedin.com/in/jon-mclachlan
Sasha Sinkevich: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io
Tuesday Feb 11, 2025
Tuesday Feb 11, 2025
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 attacks before they escalate.
Rod: www.linkedin.com/in/rodschultz
Bolster AI: www.bolster.ai
Jon: www.linkedin.com/in/jon-mclachlan
Sasha: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io
Thursday Jan 23, 2025
Thursday Jan 23, 2025
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
Monday Jan 06, 2025
Monday Jan 06, 2025
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: spycloud.com
Jon: www.linkedin.com/in/jon-mclachlan
Sasha: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io
Wednesday Dec 04, 2024
Wednesday Dec 04, 2024
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 of business and innovation.
Neil: www.linkedin.com/in/neil-serebryany
CalypsoAI: calypsoai.com
Jon: www.linkedin.com/in/jon-mclachlan
Sasha: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io
Sunday Nov 17, 2024
Sunday Nov 17, 2024
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 balancing confidentiality, integrity, and availability. Jacob also discusses the human side of security, from customer conversations to the challenges and opportunities in the fast-paced world of startups.
Jacob: www.linkedin.com/in/jacobiberry
Clumio: clumio.com
Jon: www.linkedin.com/in/jon-mclachlan
Sasha: www.linkedin.com/in/aliaksandr-sinkevich
YSecurity: www.ysecurity.io