Ep 08 - Hack the Stack - Inside the Chaos of Pen Testing

🎙️ Coffee, Chaos and ProdSec, Ep 8

What really happens when you “hack the stack”? In this episode, we pull back the curtain on the messy, brilliant world of penetration testing, from corporate networks and VPNs to APIs, CI/CD pipelines, and live production systems. We explain what pen testing actually is, why it’s often misunderstood, and how the best testers balance creativity, curiosity, and chaos.

Then we get real about motivations and mishaps: compliance checkboxes, reports that gather dust, and the occasional “oops, we broke prod” moment. We trade war stories, debate bug bounties vs. red teams, and unpack how AI, automation, and continuous testing are changing the game, without replacing the human hacker’s instinct.

Grab your mug and join us for unfiltered stories, hot takes, and hard-won lessons from the field. Whether you’re a tester, a builder, or just pen-test-curious, this episode proves that breaking things (ethically) is still one of the best ways to learn.

☕ New episodes every Wednesday.

Coffee, Chaos and ProdSec -> strong coffee, stronger opinions.