In this episode, James chats with Richard Stiennon—cybersecurity analyst, author, and former aerospace engineer—whose 20+ year journey spans from designing car seats to hacking corporate systems for giants like Dell. Hear how a 1992 magazine article led him to launch his own ISP and rise to prominence at Gartner. Richard shares his personal stories from the frontlines of cybersecurity, his crusade against risk management jargon, and bold predictions on AI’s impact on security. Plus, private jet mishaps and the unconventional wisdom behind IT Harvest.