From Tokens to Copilot: Fixing the Gaps in Your Microsoft 365 Defenses

Episode notes

They said they were secure because they’d turned on Microsoft 365 and MFA. That should have been the end of the conversation — except it wasn’t. In this episode we follow a small-business sagawhere confidence meets complacency: a tidy subscription, a proud admin ticked off in the dashboard, and then a perfectly ordinary Tuesday when the finance inbox receives a believable invoice and the lights go out on the company bank balance. This is not a movie heist; it’s bureaucratic sabotage — dull, precise, and devastating. We pull the curtain back on how attackers pick the quietest path: mailbox rules that hide replies, forgotten connectors that bypass protections, OAuth prompts that invite parasites in, and session tokens that act like stolen wristbands. We show how MFA, while invaluable, is only one plank in a creaky bridge — and how adversary‑in‑the‑middle phishing, device‑code tricks, and consent abuse let threat actors walk straight across it.