What happens when someone who knows exactly how applications are built decides to start breaking them? Jarrod Rizor went from writing code and running DevOps to hacking web and mobile apps for a living, and he recently joined TrustedSec as a penetration tester. His path is a real-world playbook for anyone trying to break into offensive security.
Jarrod shares what actually gets someone hired as a pen tester, why being stubborn can matter more than being the smartest person in the room, and how putting your work out there can open doors a certification alone never will. He also gives an inside look at how AI is changing ethical hacking, including what happened when he turned Claude Code loose on an iOS app with Frida, and lays out a low-cost way to start learning mobile application security on Android before you ever spend money on iOS gear.
Whether you’re working toward the OSCP, grinding through Hack The Box, curious about mobile app pen testing, or wondering where AI fits into offensive security, this episode is full of practical insight from someone who has walked the path. Stick around to find out why the volunteers at his local wildlife rehab center say nobody else can handle Grimble the great horned owl.
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