**Matthew Valites** had his first online experiences as a tween in the early 1990s, dialing into local BBSes on the family's home-built Radio Shack Tandy and clogging the phone lines playing *Doom* death matches with friends. By 14, he had ground his first set of lockpicks out of his dad's hacksaw blades, subsequently ruining every lock in the house. Under the tutelage of his older brother in the early 2.0 kernel days, Matt learned how to run Linux, forever influencing the rest of his professional life. He's the author of O'Reilly's *Crafting the InfoSec Playbook,* creator and host of Wall of Sheep's "Lockpick Gauntlet," and a forever curious maker and breaker.