The Security Podcast of Silicon Valley

93. The Conversation Nobody’s Having About AI (with Jacob Andra and Stephen Karafiath)

April 21, 2026·42 min
Episode Description from the Publisher

The biggest AI mistake companies make isn't picking the wrong tool,  it's not understanding the dependencies underneath it. Jacob and Stephen from Talbot West share how they map entire organizations to find the right AI entry point, why LLMs are overhyped, and what technologies are actually underrated right now. Jacob: www.linkedin.com/in/jacobandra Stephen: www.linkedin.com/in/stephenkarafiath Talbot West: www.talbotwest.com Jon: www.linkedin.com/in/jon-mclachlan Sasha: www.linkedin.com/in/aliaksandr-sinkevich YSecurity: www.ysecurity.io 🔒 Sponsored by YSecurity Closing a big deal and getting hit with a vendor questionnaire, SOC 2 request, or pen test requirement? That's exactly what we handle. YSecurity embeds a team of security engineers with backgrounds from Apple, Uber, Microsoft, Robinhood, and Brex directly into your company. No full-time hire, no bloated retainer. You set a monthly cap and we handle everything. Book a free strategy call and we'll tell you exactly where you stand. 👉 Book your free call: 30 Min Meeting | YSecurity.io | Cal.com 👉 Learn more: YSecurity | On-Demand Cybersecurity Team for Startups — SOC 2 in 5 Months

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