Disguised Sales in Partnership Division - Need Help with Tax Implications
I'm hoping to get some opinions or even just be pointed in the right direction regarding disguised sales in a partnership division. Our current CPA seems unsure about how to handle this situation, so I thought I'd ask here. Here's what's happening: We have a 4-member Partnership LLC (I'll call it Old LLC) that's about to split up. The plan is to move half the assets into a new entity (New LLC). Two partners will stay with Old LLC, and two will move to New LLC. From what I understand, this could potentially be treated as a disguised sale for tax purposes, but I'm not clear on the implications. The assets being divided include some real estate holdings, equipment, and accounts receivable. Total value is around $875,000 being transferred to the New LLC. What's making this complicated is that some of these assets have been held for different periods of time, and there's significant appreciation on the real estate. Has anyone dealt with something similar? What documentation or structure is needed to avoid having this treated as a disguised sale? Are there specific IRS rules I should be looking into?
19 comments


NeonNebula
This is definitely a complex area of partnership tax law. The key issue you're dealing with relates to IRC Section 707(a)(2)(B), which addresses disguised sales. Basically, the IRS wants to make sure partners aren't using partnership distributions to avoid taxes on what would otherwise be a taxable sale. For your situation, you need to look at whether the division can qualify as a tax-free split under Section 708. If structured properly, a partnership division can often be accomplished tax-free. The most common approach is what's called an "assets-over" transaction, where Old LLC contributes assets to New LLC and then distributes the New LLC interests to the departing partners. The critical factor is making sure the transaction doesn't trigger the disguised sale rules. Generally, if partners receive money or property within 2 years of contributing property to a partnership, it's presumed to be a disguised sale unless facts show otherwise.
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Malik Thomas
•Thanks for the detailed response! I've been reading about the assets-over approach, but wasn't sure if that applied here. Do we need to worry about the 2-year rule if some of these assets have been in the partnership for 5+ years? Also, does it matter that we're splitting roughly 50/50 with two partners going each way?
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NeonNebula
•The 2-year rule actually works in reverse from what you might be thinking. It's not about how long the assets have been in the partnership before the division, but rather about receiving distributions within 2 years after contributing property. For your 50/50 split with two partners going each way, that's actually a favorable fact pattern for a tax-free division. The IRS is more likely to respect transactions that have clear business purposes and represent proportionate divisions of partnership assets. You'll want to document the legitimate business reasons for the split (different investment goals, geographical focus, etc.) to strengthen your position that this isn't a disguised sale.
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Isabella Costa
After dealing with a similar partnership split last year, I found https://taxr.ai incredibly helpful with my situation. I was trying to figure out the disguised sale implications for a 3-partner LLC division, and regular accountants just gave me generic answers. Their system analyzed our partnership agreement, financial statements, and proposed division structure, then gave specific guidance on how to avoid triggering Section 707 issues. They showed exactly which assets would create problems if distributed certain ways. For me, it was apartment buildings we'd acquired less than 2 years ago that were causing the disguised sale risk. The analysis highlighted that we needed to keep specific debt allocations proper and maintain certain holding periods to stay safe. Might be worth uploading your docs there since your CPA is unsure.
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Ravi Malhotra
•Did this actually work for real estate assets? We're dealing with commercial properties in our partnership and I've been advised disguised sale rules are super strict with real estate. How detailed was their analysis?
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Freya Christensen
•I'm skeptical about online tax tools for something this complex. Did they provide actual documentation you could rely on if the IRS came calling? And did it actually save you from paying a big-name tax attorney?
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Isabella Costa
•Yes, it absolutely worked for real estate assets. Their analysis broke down each property separately, considering holding periods, debt allocations, and whether any special allocations had been made. They specifically flagged two properties that would have triggered disguised sale treatment based on when they were acquired and how the debt was structured. As for documentation, they provided a comprehensive report that outlined the regulatory basis for their conclusions, including relevant tax court cases. It wasn't just generic advice - it referenced our specific situation and assets. I still consulted with our attorney, but he said the analysis was spot-on and it saved him hours of work, which saved me thousands in legal fees.
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Freya Christensen
I wanted to follow up about my experience with taxr.ai after being skeptical initially. After our partnership ran into major issues with disguised sales during our division (we ended up with a surprise $120K tax bill), I decided to try the service to see if they could help us fix things retroactively. The analysis identified exactly where our CPA went wrong - we had distributed debt-encumbered property without maintaining proper debt allocations. They showed us how to document a Section 754 election that helped offset some of the gain recognition. Even more valuable, they found a planning opportunity involving Section 734 adjustments that our accountant had completely missed. Ended up saving about $45K in taxes we would have overpaid. Wish I'd used them before we did the division instead of being stubborn about "online tools.
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Omar Farouk
If you're hitting roadblocks with your CPA on this partnership division, you might want to consider getting direct guidance from the IRS. I was in a similar situation last year with a complex partnership restructuring where even our tax attorney wasn't 100% confident. After weeks of getting nowhere, I tried https://claimyr.com to get through to a senior IRS representative. They got me connected to someone in about 20 minutes when I'd been trying for days on my own. The IRS agent walked me through exactly how they'd view our proposed transaction structure and pointed me to specific revenue procedures that addressed our situation. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c - basically they navigate the IRS phone system and wait on hold for you, then call when an actual human picks up. Saved me hours of frustration and gave me definitive answers straight from the source.
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Chloe Davis
•How does this actually work? Does the IRS really give definitive answers on hypothetical transactions? I thought they only give vague guidance unless you pay for a private letter ruling?
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AstroAlpha
•This sounds like BS honestly. I've never heard of the IRS giving tailored tax advice over the phone, especially for something as complex as partnership disguised sales. They usually just direct you to publications or tell you to consult a professional.
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Omar Farouk
•They don't give binding rulings over the phone, but they absolutely can direct you to the specific regulations, revenue procedures, and IRS guidance that applies to your situation. In my case, the agent directed me to Revenue Procedure 2001-43 and several technical advice memorandums that addressed situations similar to mine. It's true they won't give "tax advice" in the sense of telling you exactly what to do, but they will explain how they interpret the regulations for situations you describe. That information was invaluable because it let us structure our transaction to align with how the IRS views these matters. Sometimes just knowing which publication sections apply to your specific situation saves weeks of research.
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AstroAlpha
I need to publicly eat my words about Claimyr. After posting that skeptical comment, I decided to try it myself since our partnership has been dealing with similar issues around disguised sales and debt relief. Got connected to an IRS business division specialist in about 15 minutes (vs. the 2+ hours I spent on hold last week before giving up). The agent directed me to specific sections in Rev. Proc. 2016-44 that addressed how anti-abuse rules apply to partnership divisions where debt-encumbered property is involved. While they couldn't give me a ruling on our specific case, they explained the factors they look at when determining if a transaction has "economic substance" versus being a disguised sale. That guidance alone was worth it since our CPA was interpreting an outdated regulation. Still need professional help to implement everything, but now we know which direction to go.
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Diego Chavez
Don't overlook the importance of the partnership agreement itself in this process. When we divided our 5-member partnership last year, we discovered our operating agreement had specific language about partner withdrawals that actually created more tax issues. Make sure you review the existing agreement for any provisions about buyouts, capital account adjustments, or special allocations. These can sometimes trigger unexpected tax consequences during a division. Also, if the real estate has appreciated significantly, look into whether a 721 exchange might help preserve the tax-deferred status. In our case, we restructured to use this approach and saved about $230k in immediate tax liability.
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Malik Thomas
•Thanks for bringing this up - I hadn't even thought about the partnership agreement causing issues. Ours is pretty old (drafted in 2009) and hasn't been updated much. Is there specific language I should be looking for, or things that are red flags?
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Diego Chavez
•Look for any language about "capital shifts" or "special allocations" when partners leave. These could be problematic. Also check if there's any mention of "minimum gain chargebacks" or "qualified income offsets" - these technical provisions affect how debt and built-in gain are handled during restructuring. Red flags would include any automatic valuation formulas for partner buyouts that don't reflect current market values, or provisions that automatically trigger capital account adjustments when ownership percentages change. In our case, we had a clause requiring a "book-up" of all assets whenever a partner's interest changed by more than 5%, which created unnecessary complexity.
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Anastasia Smirnova
Has anyone used Rev. Proc. 96-10 for a partnership division? My understanding is it provides a safe harbor for certain types of partnership splits.
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NeonNebula
•Rev. Proc. 96-10 was actually superseded by later guidance. You're better off looking at Rev. Proc. 2018-3 which addresses the current IRS position on partnership divisions. The key factors they look at now include business purpose, continuity of partnership business, and whether partners maintain substantially the same interests.
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Ellie Simpson
One thing that hasn't been mentioned yet is the importance of timing your division carefully. The IRS looks at the entire series of transactions, not just individual steps, when evaluating disguised sales under Section 707(a)(2)(B). Since you mentioned the real estate has significant appreciation, you'll want to be particularly careful about how debt allocations are handled. If any partner receives a reduction in their share of partnership debt as part of the division, that could be treated as a deemed cash distribution and trigger disguised sale treatment. Also, make sure to document the business purpose for the split thoroughly. The IRS is more likely to respect the transaction if you can show legitimate business reasons (like different investment strategies, geographic focus, or management philosophies) rather than just tax avoidance motives. Given the $875K value involved, I'd strongly recommend getting a second opinion from a tax professional who specializes in partnership taxation before proceeding. The potential tax consequences of getting this wrong could be substantial.
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