
Exploring Information Security · 2026-04-07 · 42 min
Summary: In this episode, host Timothy De Block dives into the often overlooked but critically important world of physical security with Josh Winter. Josh shares his unique journey from serving in combat infantry with the 82nd Airborne Division to running executive protection for high-net-worth individuals and conducting physical penetration testing for major corporations. They discuss the glaring differences between corporate security and residential security, how to spot the illusion of safety (like unplugged cameras and empty lobby desks), and why human behavior is always the most unpredictable variable in any security plan. Key Topics Discussed Josh's Background: How Josh transitioned from military service (82nd Airborne, PSD work in Afghanistan) to state security, executive protection for a wealthy family in San Diego, and eventually physical pen testing for a major firm. Corporate vs. Residential Security: The stark contrast between the static, often complacent environment of a corporate office and the highly dynamic, unpredictable nature of securing a private residence.