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.


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


(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


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: