Daily Tech News Show Daily Tech News Show

Fooling Your Friends to Make You Both Safer

Oct 25, 2026 · 29m

Summary

In this episode, Brian Brushwood discusses "wolfmasking," a cybersecurity training method that uses gamified role-playing to inoculate employees against AI-enhanced social engineering. He argues that traditional hypothetical training is insufficient, advocating instead for safe, sandboxed exercises where participants practice deceiving others to build intuitive, System 1 defenses.

Topics discussed

Show intro and recap of previous social engineering episodes Brian Brushwood's background and the 'scampocalypse' Magician culture as a model for deception immunity The siloed nature of cybersecurity vs. magic history Limitations of hypothetical knowledge and defensive driving The 'Wolf Masking' concept and the 'that's what I do' phrase Practical example: Stealing cookies to learn intrusion Treating the disease: Practicing threat recognition Clemson University pilot program and the four-step process Step 1: Writing the world's easiest phishing email Step 2: Enhancing attacks and the nurtured heart approach Step 3: Coworker attacks and mapping organizational anxieties Step 4: PvP defense games and real-world vigilance Expanding the method to voice phishing and other vectors Benefits of practice and application for aging parents Community cohorts and social networks as defense Personal humility and the D&D metaphor for safe play Implementation ease and the path to scalability How to book talks or start Wolf Masking in your org Closing remarks and show support
Listen ad-free on Castria