
Captivating Health Insights · 2026-05-19 · 33 min
In this episode of Captivating Health Insights , host Maddison Bezdicek welcomes back Dave Gillis, Managing Director, Medical Stop Loss; Joe Parrilli, Chief Business Officer, Health Solutions; and Kevin Hallen, Managing Director, Health Solutions, for a live Ask Us Anything session following the three-part Health Captive Fundamentals series. Together, they answer real-world questions from employers and advisors, covering key topics such as eligibility, customization, reporting, and stakeholder involvement. The discussion highlights how captives operate in practice - emphasizing flexibility in plan design, transparency through financial and claims reporting, and a more collaborative, strategic approach to managing healthcare costs. The group also addresses common misconceptions, explains how captives integrate with existing health plans, and explores how employers, Chief Financial Officers, and consultants play a more active role in ongoing performance. Chapters (00:00:00) - Introduction to the Ask Us Anything Episode (00:02:19) - Q1 - How customizable is a captive arrangement? (00:04:20) - Q2 - What reporting cadence should employers expect once inside a group captive?