Dropbox pain revealed the opportunity

Christina Cacioppo, founder and CEO of Vanta, joins the pub to discuss building the future of agentic trust. She explains why compliance has a “vitamin vs painkiller” dynamic, the drama behind their famous 101-billboard campaign, and why she believes "market sizing is bullshit." They cover the tension between vibe coding and rigorous security, how Vanta is using agents to generate UI, and why the best founders are relentless truth-seekers.

Timestamps

(00:00:17) Vanta

(00:12:30) How compliance works

(00:15:06) Breaches

(00:23:52) Stripe Tax

(00:24:43) AI and compliance

(00:44:50) Go-to-market

(00:47:22) Lessons from USV