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Compliance became a documentation ritual somewhere along the way.
Screenshots, spreadsheets, a scramble every quarter, and a piece of paper at the end that tells you almost nothing about whether the control actually works. That job is getting automated out from under the people doing it, and good riddance.
The AntiCheckbox Podcast is about the other version of this work. Controls as a data and engineering problem. Evidence that generates itself. Governance you can defend to a regulator, a board, or a plaintiff's attorney because the system produces the proof, not because somebody filled in a cell.
Every week we sit down with the practitioners actually building this way. Auditors who got tired of asking for screenshots and learned to write code. Engineers who got handed a framework and refused to accept that it had to be miserable. The people writing the standards, the people running programs at scale, and the ones who lived through the audit that changed how they think.
No vendor pitches. No certification worship. No pretending the current model is fine.
If you work in GRC, security, risk, audit, privacy, or you are trying to get into any of it and cannot get a straight answer from anybody, this is for you.
The show is the front door to the GRC Engineering Club, a community of practitioners doing this work in the open. Early episodes, the Slack, and The Convergence newsletter live at patreon.com/c/GRCEngineeringClub.
| Episode | Date |
|---|---|
|
AI Agents Will Use Every Permission You Give Them | Guest: Dan Barahona
|
Oct 03, 2026 |
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Cybersecurity Doesn't Have An Interest Problem. It Has An Entry Problem | Harsh Kashiparekh
|
Sep 26, 2026 |
|
The People Getting Recruited In GRC Are Not More Experienced Than You | Guest: Dex Copeland
|
Sep 20, 2026 |
|
Ten Years In GRC Without A Single Certification | Guest: Pradeep Reddy
|
Sep 13, 2026 |
|
ISO 42001 will not make your AI safer | Guest: James Kavanagh
|
Sep 10, 2026 |
|
Will GRC Engineering Get Absorbed Into Cloud Security? | Guest: Damien Burks
|
Sep 06, 2026 |
|
He Watched a Man Get Ejected 200 Feet Into the Air. Then He Chose GRC | Guest: Christopher Warner
|
Aug 30, 2026 |
|
The Auditor won't care that AI Pulled It | Guest: Alan Luk
|
Aug 23, 2026 |
|
20 Years In Finance. Zero Right Answers. Hired Anyway | Guest: Sunil Karir
|
Aug 16, 2026 |
|
Checkbox Compliance Is Better Than Nothing | AI Gov From The Trenches w/ Chris van der Heijden
|
Aug 08, 2026 |
|
People Don't Scale: Tamelia Hutchinson on the 40 Year "Fad" of GRC Engineering
|
Aug 01, 2026 |
|
The End of Security Theater: Why TPRM and SOC 2 Are Broken | Guest: Rachel Curran from Locktivity
|
Jul 28, 2026 |