Risky Business Features
Risky Business Media
Join reformed CTO James Wilson as he dives deep on cybersecurity topics through an enterprise lens. From solo content and interviews with CISOs and researchers to vendor and startup deep dives, James does a bit of everything.
Episodes
Mentioned books
Feb 19, 2026 • 26min
Former Adobe, Cisco and Salesforce CISO talks AI pentesting
Brad Arkin, former CISO/CSO at Adobe, Cisco and Salesforce, brings enterprise security strategy and testing experience. He explores where AI fits in penetration testing, its cost and scaling benefits, limits of AI tools, and when to prioritize architecture or containment over endless bug fixes. The conversation also covers AI’s impact on bug bounties and using tests for M&A risk decisions.
Feb 17, 2026 • 30min
History Repeats: Security in the AI Agent Era
They dissect a fast-growing AI agent platform that mimics early internet trust mistakes. They expose how agents read/write files, store credentials in plaintext, and can commandeer browser sessions. They examine malicious skill registries, large-scale disclosure storms, and why banning agents fails. They urge organizations to rethink identity, isolation, and safe deployment before problems spiral.
