Find 50,000 Bugs, Fix Zero: Gabriel Bernadett-Shapiro on the AI Vuln Trap

From Three Buddy Problem by Security Conversations

May 26, 2026 · 50 min

About this episode

Gabriel Bernadett-Shapiro discusses the implications of AI on security and the challenges in the cybersecurity landscape.

( Presented by TLPBLACK : A cybersecurity intelligence platform focused on sharing curated, high-sensitivity threat insights and research with trusted security professionals. ) Three Buddy Problem x Ekoparty Miami : SentinelLabs researcher Gabriel Bernadett-Shapiro hops on the mic to unpack who gets to define what "security" even means in the age of AI, why venture capital keeps funding the wrong things, and how the frontier labs quietly ate everyone's coding harness. Plus, how AI actually contributed to cracking the FAST 16 research, overcoming the guardrails, and why your domain expertise is the only thing keeping you out of full-blown rabbit-hole psychosis. Cast: Juan Andres Guerrero-Saade , Ryan Naraine and Gabriel Bernadett-Shapiro . Timestamps: 0:00 Introductory banter 4:55 Gabe returns: how the models got scary-good at code 8:45 Bay Area short-termism and the "10x in 18 months" trap 11:35 VCs as tastemakers, and why that's broken 13:00 The unpaid-labor pipeline into the AI labs 18:00 The real misunderstanding about security's moat 20:18 Bug bounties: a net negative for the industry? 22:20 The great vuln fire sale — find 50,000, fix zero 27:28 Who will maintain vetted…

People in this episode

Hosts: Juan Andres Guerrero-Saade, Ryan Naraine

Guest: Gabriel Bernadett-Shapiro

Topics covered

AI security
venture capital
bug bounties
open-source libraries
cybersecurity

Keywords

AI vulnerabilities
cybersecurity
bug bounties
venture capital
open-source

Mentioned in this episode

Organizations: SentinelLabs, Ekoparty

Books & works: Stuxnet