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From the Stonehan Vault

Most Fund Managers Think About Entity Structure Too Late

Most Fund Managers Think About Entity Structure Too Late

June 16, 20265 min read

Most conversations about entity structure happen too late.

The deal is already under contract. The raise is closing. The operating agreement is being finalized. Then somebody asks:
“What entity are we putting this in?”

By that point, the timeline is already driving the decision.

For fund managers, entity structure impacts almost every major tax outcome inside the fund. It affects:

  • how income flows to investors

  • how depreciation gets allocated

  • how distributions are treated

  • and what happens when the fund eventually exits

This is not just a legal setup decision.
It’s a tax strategy decision.

And the earlier it gets addressed, the more flexibility usually exists. Good fund manager tax strategy starts before the deal closes, not after the structure is already locked in.

Entity Structure Impacts More Than Liability Protection

A lot of conversations around entity structure focus on liability protection and operational flexibility.

Those things matter. But for fund managers, the tax side is usually much more important long term.

The structure determines:

  • how losses flow through

  • whether certain deductions are available

  • how GP compensation is treated

  • and whether future gains are taxed as ordinary income or capital gain

Inside a real estate fund structure, those decisions directly affect investor outcomes too.

The GP LP structure also matters here because allocation rules, preferred returns, and carried interest provisions all affect how income and losses flow through the fund.

Once capital is raised and assets are acquired, changing the structure becomes significantly harder.

That’s why these conversations should happen before the next deal closes, not after.

The C Corp Question

Most real estate funds are structured as LLCs taxed as partnerships.

That makes sense in a lot of situations.

But there are cases where a C corporation structure deserves a serious look, especially when a fund manager is:

  • building an operating platform

  • raising institutional capital

  • or planning for a future liquidity event

The reason is Section 1202.

If structured correctly, qualified small business stock can potentially allow a large portion of future gain to be excluded from taxes entirely.

That can become a massive difference at exit. A lot of these conversations overlap with broader private equity tax planning because the structure impacts both investor economics and long-term exit treatment.

But this is where timing matters.

The structure has to be right before the value gets built.

An LLC that grows for years cannot simply convert later and retroactively qualify prior appreciation for Section 1202 treatment.

That planning window closes earlier than most managers realize.

This is one of those areas where working with a CPA for fund managers matters because the structure decision affects years of future tax outcomes.

Operating Agreements Are Tax Documents Too

A lot of fund managers think of the operating agreement as purely legal paperwork.

It’s not.

The operating agreement controls how:

  • income

  • depreciation

  • losses

  • deductions

  • and distributions

flow through the partnership.

Cost segregation planning should also be reviewed alongside the entity structure because depreciation allocations and investor tax outcomes are heavily impacted by how the fund is structured.

Under Section 704(b), those allocations have to reflect the actual economic arrangement between the partners.

When operating agreements use generic templates or language that was never reviewed from a tax perspective, problems usually don’t show up immediately.

They show up later when:

  • distributions happen

  • K-1s are issued

  • or the fund exits an asset

That’s usually when people realize the allocations are not behaving the way they expected.

I’ve seen situations where depreciation was expected to flow one way and the operating agreement caused a completely different outcome.

Fixing that after the fact is much harder than reviewing it upfront.

GP Compensation Structure Matters

How the GP gets paid is also a tax decision.

Management fees are ordinary income.

Carried interest may qualify for long-term capital gain treatment if the holding period requirements are met.

That difference can be substantial.

The Tax Cuts and Jobs Act added a three-year holding period requirement for carried interest treatment. For funds operating on shorter timelines, that becomes extremely important.

This is where a lot of managers focus heavily on deal economics but never fully model the tax side of the structure.

The economics may work perfectly.
The tax treatment may not.

Those are two different conversations.

State Tax Issues Get Overlooked Constantly

This is another area that gets missed until the fund grows.

Once a fund owns assets across multiple states, state tax exposure starts getting more complicated quickly.

Different states have different:

  • sourcing rules

  • filing requirements

  • withholding requirements

  • and entity treatment

That affects both the fund and the LPs.

A structure that worked fine with one property in one state may create major complexity once the portfolio expands geographically.

This is why entity structure review shouldn’t just happen once at formation and never again.

The Best Time to Review the Structure Is Before the Next Deal

Entity structure review should happen alongside the growth of the fund.

Before:

  • a new acquisition

  • a new raise

  • a refinance

  • or a planned exit

the question should be:
“Does the current structure still make sense for where the fund is now?”

Because a structure built years ago may not match:

  • the current investor base

  • the current tax environment

  • or the long-term goals of the fund

Bonus depreciation rules have changed.
State conformity rules continue changing.
Fund complexity grows over time.

The structure that worked a few years ago may not be the right structure now.

That’s why good real estate fund tax planning is proactive instead of reactive.

The earlier these conversations happen, the more options usually exist.

If your fund has grown significantly over the last few years and the structure hasn’t been reviewed recently, it’s probably worth revisiting before the next major transaction happens.

You can book a time here:

real estate fund structureentity structurefund manager tax strategyCPA for fund managersreal estate fund tax planningGP LP structureoperating agreementcarried interestbonus depreciation strategyprivate equity tax planningcost segregation planning
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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.

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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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