The Diligence series

The questions the deck doesn’t answer.

Short, specific writing for investors evaluating TPAs, cost-containment vendors, and point solutions in the self-funded employer market. Each post is one question, answered first, then taken apart.

Aly Hollewijn·Nearly twenty years operating inside these companies·No equity, contingency, or referral fees

Latest

Do benefit differentials actually work? Evaluating cost-containment solutions that depend on member behavior

Home infusion, imaging navigation, centers of excellence, international sourcing. Whether the differential gets built, enforced, and acted on by a member facing their own doctor, and what a founder’s answer tells you.

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Short answerA benefit differential produces savings only when it is written into the plan document, configured at the TPA, protected from exceptions, and acted on by a member whose own doctor and hospital are pulling the other way.
02

Will plans actually cover it? How to evaluate a healthcare point solution’s viability

Plan coverage, payer integration, how the service gets paid, and the provider-side failures that kill utilization before the plan sees a claim.

7 min read
2026 03

What a cost-containment vendor’s “savings” number actually means

Savings against what, who counts it, what the fee is charged on, and what the plan actually paid once the provider responded.

6 min read
2026 04

How to evaluate a TPA’s operations before you invest

What the auto-adjudication rate hides, where the manual work lives, how to read eligibility and retention, and what to request in the data room.

6 min read
2026

These are written for the associate running a diligence process, but they are the same questions a plan sponsor should ask before signing and an operator should be able to answer before raising. If you want them asked on your behalf, that is the diligence advisory practice.

Vetting a deal in this market?

These posts are the questions. The diligence advisory practice is where I ask them on your behalf: single-target diligence, a standing advisor seat across your pipeline, or post-close operating work. No equity, contingency, or carry.

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