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From the Stonehan Vault

Most Fund Managers Start Exit Tax Planning Too Late

Most Fund Managers Start Exit Tax Planning Too Late

June 29, 20265 min read

Most fund managers spend years focused on the operating side of the fund.

They think about:

  • acquisitions

  • investor reporting

  • depreciation

  • refinances

  • distributions

  • asset management

Then the exit shows up and suddenly the tax consequences become real.

The problem is most of the important tax decisions were already made years earlier.

By the time the property is under contract or the buyer shows up, a lot of the flexibility is already gone.

That’s why exit tax planning should never start at closing.

For real estate funds, the best exit outcomes usually come from planning years in advance.

Most Exit Tax Outcomes Are Determined Earlier Than People Think

A lot of the tax exposure tied to an exit comes from decisions that happened long before the sale.

The entity structure matters.
The depreciation strategy matters.
The operating agreement matters.
The GP compensation structure matters.

All of those decisions affect:

  • how gains are taxed

  • how proceeds get distributed

  • and what flows through to LPs at exit

That’s why good fund manager tax strategy starts well before a property goes to market.

The managers who get the best outcomes usually start thinking about the exit while the fund is still operating normally.

Depreciation Recapture Is Part of the Deal

Every fund manager using:

  • bonus depreciation strategy

  • cost segregation

  • accelerated depreciation

is eventually going to deal with depreciation recapture.

That’s not a mistake in the strategy.
That’s the tradeoff.

You receive larger deductions during the hold period in exchange for recapture exposure later.

The issue is a lot of managers never actually model what that future recapture looks like until the sale is already happening.

That’s where problems start.

Depreciation recapture is taxed differently than long-term capital gain. For funds with significant depreciation over multiple years, the recapture portion alone can create a major tax bill.

The goal isn’t necessarily avoiding recapture.

The goal is understanding:

  • how much exposure exists

  • when it will hit

  • and how the exit can be structured around it

That’s a big part of real estate fund tax planning.

Installment Sales Can Change the Timing

One strategy that gets overlooked a lot in exit planning is the installment sale.

If proceeds are received over multiple years instead of all at once, some of the gain can potentially be spread across multiple tax years.

That can matter for managers facing a large liquidity event in a single year.

Now, there are limitations.

Depreciation recapture generally gets recognized immediately regardless of payment timing. Related-party rules matter too. Not every transaction qualifies.

But in the right situation, installment structures can become an important part of private equity tax planning and overall exit strategy.

Especially when the goal is smoothing income recognition across years instead of concentrating everything into one tax event.

GP Compensation Structure Matters More Than People Realize

This is another area that often gets ignored until late in the process.

How the GP is compensated affects how the exit proceeds are taxed.

Management fees are ordinary income.
Carried interest may qualify for long-term capital gain treatment if the structure and holding periods are correct.

That difference can be substantial.

But the treatment is not automatic.

The three-year holding period rules around carried interest matter. The timing of promote recognition matters. GP catch-up provisions matter. The GP LP structure matters.

And once the transaction is already moving, changing those economics becomes much harder.

This is why experienced fund managers review these issues before going to market instead of during closing week.

The Entity Structure Still Matters at Exit

For some managers, the exit is not just about selling a property.

It’s about selling an operating platform:

  • the management company

  • the advisory business

  • the infrastructure behind the fund

That’s where entity structure becomes extremely important.

A management company structured one way may produce ordinary income treatment at sale.
A structure planned correctly years earlier may qualify for much better treatment.

But this planning only works if it happens before the value gets built.

Once appreciation already exists, many of those opportunities disappear.

That’s why real estate private equity managers building long-term platforms should think about exit structure much earlier than most people do.

A Pre-Exit Tax Review Should Happen Before the Exit Is Active

The best time for an exit review is usually years before the transaction closes.

Not weeks before.

A real pre-exit review should look at:

  • depreciation recapture exposure

  • carried interest treatment

  • GP compensation structure

  • installment sale opportunities

  • investor tax consequences

  • and whether the current real estate fund structure still makes sense for the planned exit

This is also where investor communication matters.

Good fund investor tax reporting becomes even more important during a liquidity event because LPs want to understand:

  • what the distributions mean

  • what their tax exposure looks like

  • and how the transaction affects them individually

Managers who communicate clearly during an exit usually protect investor relationships much better long term.

The Managers Who Handle Exits Best Usually Start Earlier

The best exits usually don’t happen because somebody got lucky during closing.

They happen because the structure was reviewed years earlier while options still existed.

That’s the difference between reactive filing work and proactive exit tax planning.

A qualified CPA for fund managers should be involved early enough to actually influence the outcome, not just report on it after the transaction already happened.

Because once the sale process starts moving, most of the important tax decisions have already been made.

If your fund is approaching a major disposition, refinancing cycle, or long-term liquidity event, it’s worth reviewing the structure before the exit timeline starts controlling the decisions.

You can book a time here:

exit tax planningreal estate fund tax planningfund manager tax strategydepreciation recaptureCPA for fund managersreal estate fund structurecarried interestinstallment saleprivate equity tax planningGP LP structurereal estate private equitybonus depreciation strategy
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James Bohan

James Bohan is a CPA, fourth-generation real estate developer, and founder of Stonehan Accountancy. He advises fund managers, syndicators, and high-net-worth investors on tax-efficient strategies to grow and preserve wealth.

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Featured Podcast Appearance

James Bohan on The Christian Capitalist Podcast:

Hosted By Russell Gray

Fund managers, private equity leaders, and real estate GPs are not supposed to play by retail tax rules.

In this Podcast, CPA and fund CFO James Bohan breaks down how sophisticated investors and managers can legally make taxes “optional” using entity structuring, real estate, cash-flow driven equity, and values-aligned planning.

If you’re running capital, managing other people’s money, and care about both performance and principles (where your tax dollars actually go), this is your lane.

Our Proven Track Record

Client saved over $200,000 in taxes

Client Challenge:

Starting and growing a business is no small feat, and navigating the complexities from formation to exit can be daunting. One of our clients faced this challenge, needing expert guidance to structure their business in a way that would optimize their financial outcomes, especially when it came time to sell.

Stonehan Accountancy Solution:

From the initial formation of the business, we worked closely with the client to design a structure that would not only support their growth but also provide significant tax advantages when it came time to exit.

Outcome:

By meticulously planning and strategically structuring the business, we were able to save our client over $200,000 in taxes upon the sale of their business. This wasn't just about compliance—it was about foresight, strategy, and maximizing financial gain.

Key Takeaway:

Stonehan Accountancy is dedicated to more than just managing numbers. We offer strategic insights and proactive planning that lead to substantial financial benefits. From the very beginning to the final sale, our expertise ensures that every decision made is one that contributes to your financial success.

Are you ready to see how strategic business structuring can transform your financial outcomes? Contact Stonehan Accountancy today to learn how we can guide your business from formation to a successful exit, with significant tax savings along the way.

Seven Critical Factors Most CPA's Overlook

Seven Critical Factors Most CPA's Overlook

There’s a difference between working with a CPA and working with an entrepreneurial CFO focused on serving fellow entrepreneurs. At Stonehan we guide our clients by going beyond surface level investigation, into the nuances that only sophisticated investors can appreciate.

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