Captives: Understanding the Opportunity and Finding the Right Fit
Are you exploring innovative ways to fund your employee health benefits? Join us for an insightful webinar designed specifically for HR and finance professionals who manage fully insured or self-funded health plans.
In this webinar, we will discuss:
-
Is a Medical Plan Captive Right for You?
Learn how to assess whether a captive insurance arrangement aligns with your organization’s goals and risk profile. -
Evaluating Captive Opportunities
Discover the key factors to consider when comparing captive options, including structure, scale, and strategic fit. -
When to Consider a Change
Already in a captive? We’ll explore when it might make sense to transition to a new or different captive partner—and how to do it effectively.
Who Should Attend:
This session is ideal for benefit plan sponsors—particularly HR and finance leaders—who are:
- Currently offering a fully insured or self-funded health plan
- Interested in exploring creative funding alternatives
- Evaluating a new or different captive partner

Our Presenters
- Schuyler File, JD, GBDS
Benefits Consultant | Principal
Schuyler is a partner and consultant at Hausmann Group. He thrives on connecting people and businesses with the expertise needed to solve their most pressing challenges. Most of the time that involves creating a comprehensive benefits strategy to attract and retain talent for his clients’ organizational success. Schuyler is also passionate about coaching and mentoring newer benefit professionals so that they can create efficient and repeatable processes to manage their benefit programs.
Schuyler’s connecting and mentoring extends to work he does as an active member with several non-profit organizations including the Metro Milwaukee Society for Human Resource Management, and SHARP Literacy, an organization that provides STEAM based educational opportunities to Metro Milwaukee area students.
Prior to joining Hausmann Group, Schuyler practiced law with a national health law firm where he advised health care providers on a wide range of corporate and transactional matters. He received his J.D. from Regent University School of Law and completed his undergraduate at Hillsdale College where he majored in marketing management. Schuyler holds Wisconsin insurance licenses for life, accident, health, property, and casualty. He and his wife have five children that keep him busy with coaching sports and cooking. He is thoroughly enjoying teaching them all how to golf, ski, and play euchre. Schuyler’s favorite place to visit is Petoskey, Michigan.