
Sep 23, 2026
A recap of the Coffee & Contracts podcast with Gelt's Adam Bolitho: the proactive tax strategies healthcare practice owners miss, from entity structure and the self-rental strategy to retirement plans, QSBS, and 1031 exchanges.
Manage your lifetime tax bill, not a single year's return: the biggest savings come from decisions made early and with the exit in mind.
Entity choice (LLC, S corp, partnership, or an MSO for outside capital) is facts-and-circumstances specific, not a default.
Owning your building can unlock the self-rental strategy, where depreciation creates losses that offset practice income.
Section 179 and bonus depreciation let equipment-heavy practices write off qualifying purchases in year one.
Once profitable, retirement plans (solo 401(k), defined benefit cash balance) are the largest lever, with lifetime savings that can reach the millions.
This article recaps a Coffee & Contracts podcast conversation and is for general education only. It is not tax, legal, or financial advice. Talk to a professional licensed in your state before acting on anything discussed here.
Most practice owners talk to their accountant once a year. By the time that meeting happens, the decisions that actually move the needle have already been made.
On the Coffee & Contracts podcast, Rusty Whitten of CARR sat down with Adam Bolitho, Tax Manager and Team Leader at Gelt, to talk through what proactive tax planning actually looks like for healthcare practice owners, from the day they sign a lease to the day they sell.
Watch the full episode below, then read on for the moves worth acting on.
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The biggest mindset shift Adam pushes: stop optimizing for one tax year and start managing your lifetime tax bill. Year-to-year moves matter, but the real savings come from decisions made with the end in mind. Entity structure, retirement contributions, real estate, and exit planning all compound over decades, and a once-a-year filing relationship simply cannot capture that.
Many new owners assume the first step is forming an LLC. Sometimes that is right. Often it is not.
The right answer depends entirely on where you see the business going. That is a conversation, not a template.
From a purely tax perspective, owning your practice real estate can be one of the most powerful levers available. Adam's caveat first: do not let the tax tail wag the dog. There are non-tax reasons leasing makes sense, especially early on.
When ownership does fit, the self-rental strategy is compelling. You own the building through a real estate entity, rent it to your practice, and the depreciation deduction (an artificial write-down of the property's value) can create losses that offset practice income. It is a common move for owners who operate out of a building they control.
Buying equipment to outfit a practice? Section 179 and bonus depreciation let you write off the full value of qualifying purchases in year one instead of spreading it over several years. For an equipment-heavy practice, that can shelter a large chunk of income. Two guardrails: only buy what you need, and watch the timing. Bonus depreciation was made permanent under recent tax reforms, but as Adam put it, permanent in the tax code does not mean permanent at all.
Once the practice is profitable, retirement plans become the largest single lever.
Between the upfront deduction and decades of compounding growth, the lifetime savings can run into the millions.
Nobody opens a practice planning to sell it, but building something sellable pays off. Buyers typically pursue an asset purchase, where goodwill (your patient base) generates long-term capital gains for you. There is also Qualified Small Business Stock. A service-based medical practice usually will not qualify, but the capital side of an MSO structured as a C corp potentially could, opening the door to excluding up to $15 million of gain, the same provision many tech founders use.
The long game many savvy owners run: buy more space than you need today, lease the extra, and eventually sell the practice while keeping the building. You go from treating patients to collecting rent. From there, 1031 exchanges let you roll gains into the next property without paying capital gains along the way, and short-term rentals or real estate professional status can unlock losses against your other income. As Adam put it, the US tax code is built for real estate ownership. It is almost an unfair advantage.
The through-line across every strategy is timing. The earlier you bring a proactive advisor into the picture, the more of these levers are still available to pull. That is the gap Gelt was built to fill: real, tech-enabled tax strategy for successful business owners who are not getting it from a once-a-year CPA relationship.
As early as possible, ideally before you sign a lease or launch. The earlier an advisor is involved, the more strategies (entity structure, real estate, depreciation timing) are still available to use.
It depends on your stage and goals. Leasing often makes sense early on. Owning can be very tax-advantaged later through the self-rental strategy, but do not let tax alone drive the decision.
You own your building through a separate real estate entity and rent it to your practice. Depreciation on the property can create deductions and losses that offset practice income.
A defined benefit cash balance plan can shelter hundreds of thousands per year for a highly profitable practice. A solo 401(k) allows up to $72,000 in annual contributions for a single-employee practice.