# 99. AI Onboarding Is a Security Problem, Not a Feature (with Ged Ossman) Page: https://stenobird.com/podcast/the-security-podcast-of-silicon-valley-3745377/99-ai-onboarding-is-a-security-problem-not-a-feature-with-ged-ossman Text version: https://stenobird.com/podcast/the-security-podcast-of-silicon-valley-3745377/99-ai-onboarding-is-a-security-problem-not-a-feature-with-ged-ossman.md Podcast: [The Security Podcast of Silicon Valley](https://stenobird.com/podcast/the-security-podcast-of-silicon-valley-3745377) Published: 2026-07-14T14:55:38+00:00 Episode link: https://thesecuritypodcastofsiliconvalley.podbean.com/e/99-ai-onboarding-is-a-security-problem-not-a-feature-with-ged-ossman/ Audio file: https://mcdn.podbean.com/mf/web/ueifyn9t6d7p2yph/riverside_ged_jon_ysecurtiy_s_studio98qk5.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/the-security-podcast-of-silicon-valley-3745377/episodes/99-ai-onboarding-is-a-security-problem-not-a-feature-with-ged-ossman Duration seconds: 2589 ## Resource 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 ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/the-security-podcast-of-silicon-valley-3745377/episodes/99-ai-onboarding-is-a-security-problem-not-a-feature-with-ged-ossman/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/the-security-podcast-of-silicon-valley-3745377/99-ai-onboarding-is-a-security-problem-not-a-feature-with-ged-ossman.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.