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The practice is treated as the plan
A practice is one illiquid, concentrated, buyer-dependent asset. Assuming its eventual sale funds retirement makes the whole plan contingent on a transaction that has not been valued, structured or tax-modeled.
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Dentistry gives you enormous earning power. Earning power alone does not translate into a protected future. Structure does. And the two events most likely to decide how yours ends are a claim you did not expect and a practice sale you only get one attempt at.
If this sounds familiar
Nothing below is a diagnosis. It is the list of things people in your position say out loud once they stop performing confidence about it.
You own the practice, the building, or both, and you have never had anyone review how they are titled.
Your malpractice policy is current and you have never checked what sits above its limit.
The practice is the retirement plan, and nobody has valued it or modeled the sale.
You pay a great deal of tax and your CPA has never proposed anything for next year.
Your legal, tax, insurance and investment people have never been in the same conversation.
Where it usually goes wrong
Each of these is a way the instruments actually behave. None of them requires anybody to have done anything stupid, which is exactly why they are so common.
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A practice is one illiquid, concentrated, buyer-dependent asset. Assuming its eventual sale funds retirement makes the whole plan contingent on a transaction that has not been valued, structured or tax-modeled.
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Entity structure, titling and how the real estate is held decide what a claim can actually reach. Those decisions are usually made once, by whoever set up the practice, and never revisited as the balance sheet grows.
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How purchase price is allocated between goodwill, equipment and the entity changes what you keep by a wide margin, and it is settled at closing. Owners who bring that question to their CPA after the fact are filing, not planning.
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Production stops when you do. Disability coverage, overhead expense coverage and the practice’s own continuity provisions are three separate things, and most practices have one of them.
What we would actually do
Every plan runs through all five layers of PILOT, in the same order, every time. What changes by audience is what each layer is actually looking for.
Build something outside the practice, so the plan is not one buyer away from working.
Plan next year rather than file last year, and model the sale before it is negotiated rather than after.
Test the plan against a hand or a back that stops working before you meant to stop working, which is the risk this profession carries and rarely plans around.
Review entity structure, titling and how the real estate is held as one asset-protection question, drafted by the attorney, not just described.
Separate what belongs to the practice from what belongs to you, and price what each gap would cost to close.
Greg wrote a book for exactly this
“One Lawsuit Can Take Everything You’ve Built.”
It has its own site, with the book and a short assessment on it.
Plain answers
It answers one category of claim up to a limit. It does not address what sits above that limit, what an unrelated liability could reach, or how your personal and practice assets are titled relative to each other. Those are legal-structure questions, and they are the reason the attorney and the planner here are the same conversation.
Years before you intend to sell. The decisions that change what you keep (entity structure, how the price is allocated, whether real estate is inside or outside the deal) are either in place before closing or they are not available. After the close you are reporting a result.
Some of it. You have no practice to structure or sell, and the same exposure on titling, disability coverage, tax sequencing and estate documents. The asset-protection conversation is shorter; the retirement one is identical.
Start here
A Clarity Map Session is 30 minutes, costs nothing, and produces a written picture of your income, your future tax bill and your estate documents. Whether you hire us afterward is a separate conversation.
30 minutes · No cost · No obligation