99. AI Onboarding Is a Security Problem, Not a Feature (with Ged Ossman)

Enterprises blame vendors. Vendors blame enterprises. Nobody does a pre-flight check. Ged Ossman, founder of Interf, joins the show to explain why AI adoption keeps stalling out mid-flight, and how a shared protocol for agent context and permissions could finally fix the trust gap between security teams and AI vendors. Recorded in January 2026.   Ged: www.linkedin.com/in/gedossman Interf: www.interf.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