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

EPISODE · Apr 21, 2026 · 42 MIN

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

from The Security Podcast of Silicon Valley · host YSecurity

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  

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

NOW PLAYING

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

0:00 42:50

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

Frequently Asked Questions

How long is this episode of The Security Podcast of Silicon Valley?

This episode is 42 minutes long.

When was this The Security Podcast of Silicon Valley episode published?

This episode was published on April 21, 2026.

What is this episode about?

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...

Can I download this The Security Podcast of Silicon Valley episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!