Profiles in Risk

Profiles in Risk is an interview-driven insurance and insurtech show with a practical, restless feel. It is built around conversations with founders, authors, and professionals working inside the industry’s machinery. The show is not interested in making insurance sound tidy. It spends more time on the awkward parts: broken workflows, duplicated data entry, claims friction, career bottlenecks, conference overload, and the gap between what systems promise and what people actually do all day. Tony Kanyas keeps the mood loose, often opening with travel fatigue, coffee, weather, technical hiccups, or a stray magic reference before steering into the business problem. That informality matters. It makes dense topics easier to follow without sanding off the insider detail. In one recent episode, Kabir Syed describes ennabl as a data company trying to help information move between documents, platforms, and finished work, while the conversation keeps returning to the real cost of asking insurance workers to rekey the same facts again and again. In another, Kyle Moore’s SettleSmart discussion turns small claims into a larger argument about access, adjuster constraints, jury-trial pressure, and how disputes can get distorted. Ann Kelley’s appearance changes the lens from technology to professional development, using the language of structure, mentorship, and workplace rules to explain why younger workers may feel stuck or unheard. Sharon Henzler’s episode follows an insurance path through product, marketing, leadership, and the value of letting a conference day become more useful than the planned agenda. Hamesh Chawla’s return brings the familiar founder-update rhythm, with conference relationships and company progress folded into the conversation. Across the feed, the show likes specifics. It asks what implementation looks like, how a workflow changes, what a manager does to a career, and why a seemingly small process issue can become a business problem. The appeal is not polish. It is access to insurance people thinking out loud, with enough candor and repetition for the lesson to land.