
Episode #98
A BC School Is Suing ChatGPT. And It's Just the Beginning with Diane Stone of Hub International
Diane Stone didn't plan to end up in insurance. She planned to be an accountant — spent years auditing school districts and career colleges with KPMG in Vancouver, then went in-house as CFO of a large private school for almost 15 years. Then she had what she calls her first midlife crisis, moved to Dubai as Director of Finance at the American School of Dubai, came back to Canada just before COVID, and found herself being asked by the broker she'd used for 20 years if she'd like to build a new specialty practice serving the Canadian education sector. She said yes. And in doing so, she became one of the most well-positioned observers of career college risk in the country. In episode 98 of the EdUp Canada Podcast — two episodes from the show's 100th milestone — host Michael Sangster sits with Diane for a wide-ranging conversation that opens, unscripted, with something she'd learned on a call that very morning: insurance companies are now building products to cover businesses against the errors they make from over-relying on AI. A British Columbia lawsuit — Tumblr Ridge, suing ChatGPT over advice it gave a school shooter — is the landmark case. And the sector is bracing for more. The episode also covers the two insurance gaps Diane sees most consistently across career colleges, what Hub's Oceans 11 model of local specialist brokers looks like in practice, why the insurance industry may be one of the more AI-resilient sectors for people who are genuinely relational, and what Diane has learned about the career college sector — its agility, its regulation, and its willingness to meet gaps in the market — from the outside looking in. [00:00:00] — "Just This Morning I Was on a Call" [00:03:30] — "My Steepest Learning Curve of All the Sectors" [00:04:30] — Surprised by How Regulated It Actually Is [00:08:30] — Her First Midlife Crisis Was Moving to Dubai [00:14:00] — The Two Gaps Most Career Colleges Are Missing [00:15:30] — "Not What You Know, But How You Know It" [00:23:00] — The College That Immediately Asked About Building a Program [00:25:30] — Regulators as Part of the Economic Roadmap Read the full transcript here: https://share.descript.com/view/hVletasWo1b






