What does Windsor Strategy Partners do?
Windsor Strategy Partners provides actuarial and strategic support across complex health insurance environments. Our work includes pricing, program evaluation, product development, portfolio risk management, captive strategy, stop loss support, regulatory work, and emerging claim risk analysis.
What types of organizations do you work with?
We work with carriers, MGUs, captive managers, captive owners, brokers, investors, startups, emerging platforms, PEOs, MEWAs, association plans, municipal pools, VCs and other decision-makers operating in complex health insurance markets.
What makes Windsor Strategy Partners different?
Our work is focused on areas where pricing, structure, risk, and regulation carry meaningful financial and operational consequences. We bring actuarial depth, commercial awareness, and practical judgement to help clients make decisions that hold up over time.
When should an organization bring in actuarial support?
Usually earlier than they think. Actuarial support is most valuable when pricing, structural, regulatory, or sustainability decisions are still being shaped, not only once problems have already surfaced.
Can you help evaluate whether a health captive is viable?
Yes. We support captive pre-feasibility and feasibility, structuring, retention strategy, funding considerations, sustainability review, and ongoing actuarial support for organizations exploring or managing health captives.
What support do you provide for employer stop loss and HMO/PEI work?
We support pricing, reserving, underwriting review, level-funded strategy, product evaluation, and broader actuarial decision-making in more complex and volatile claims environments.
How do you help clients think about cell and gene therapy risk?
We help clients assess where high-cost therapy exposure may surface, how it could affect severity assumptions, and what this means for pricing, retention, structure, and long-term sustainability.
Do you offer ongoing actuarial support without requiring an in-house team?
Yes. Our fractional actuarial support gives organizations access to ongoing actuarial and regulatory guidance without the need to build a full internal actuarial department.
What kind of regulatory support do you provide?
We support actuarial and regulatory requirements including Mental Health Parity, rate filings, creditable coverage, Statement of Actuarial Opinion work, and actuarial values, with a focus on clarity, defensibility, and practical execution.
Do you work on one-off projects or longer-term engagements?
Both. Most of our clients view us as a long term strategic partner, however, we do have some clients engage us for a specific project, review, filing, or strategic decision.