AI Ready

5 Rules for Shipping AI Your Customers Actually Trust — Lessons from Vanta’s CPO

Episode Notes

Jeremy Epling is the Chief Product Officer at Vanta, the leading trust management platform helping 7,000+ companies automate security and prove compliance.

Before Vanta, he spent over a decade building some of the most widely used developer products — from GitHub Actions and Codespaces to OneDrive and Azure. Today, Jeremy is leading Vanta’s AI transformation, rethinking how trust and security can be automated at scale.

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Brought to you by Autoskills (https://autoskills.ai) – Helping teams go from AI-curious to AI-ready with tailored workshops and hands-on adoption.

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(00:00) Jeremy's path from Microsoft and GitHub to leading product at Vanta

(08:05) Why most AI projects fail — and how to pick ones that succeed

(09:48) Data, trust, and how Vanta doesn't train on customer data

(15:10) The messy truth about customer data infrastructure for AI

(25:00) The breakthrough moments that changed everything

(28:42) Voice notes, transcription tools, and how product leaders actually work

(31:26) How AI is killing the traditional PM role (in a good way)

(33:33) Why PMs are shipping code and designers are pushing PRs

(36:05) Show, don't tell — rapid prototyping over endless PRDs

(41:27) How to get marketing in sync with prod

(48:38) Designers owning the frontend (and what that really means)

(51:53) The "boring" features that still matter in an AI world

(57:06) Three things to do before touching any AI project

(59:01) From GitHub Copilot to Vanta — what changed in the AI playbook

(01:01:24) What's next: Vanta's agent is getting scary smart

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Where to find Jerem Epling:

P.S. Vanta is hiring! If you want to work on AI, security, and trust at scale, check out open roles here: https://www.vanta.com/company/careers

Where to find Haroon Choudery: