Holdback in Escrow outside APA - Need Advice

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March 17, 2026

by a searcher from Carnegie Mellon University in Livingston, NJ, USA

I am acquiring a business via an asset purchase. Post-signing, the business has deteriorated, and we are trying to structure a holdback of ~$200k–$250k without reopening the APA or triggering lender re-underwriting, in the last minute. The current idea is: - Seller receives full proceeds at closing - Seller then places $250k into escrow under a side agreement - Funds are released if revenue recovers within 9–12 months - If not, funds are returned to me I need your help to understand: 1. How is this treated for the seller, are they taxed on the full proceeds at closing regardless of escrow? 2. If the escrow is returned to me, is that treated as a purchase price adjustment (basis reduction) or taxable income? 3. Does structuring this as escrow vs seller note vs contingent payment materially change tax outcomes? 4. What structure would best preserve purchase price adjustment treatment and avoid unintended income recognition? 5. Are there risks with the IRS recharacterizing this if not properly documented? I want a structure that is clean, defensible, and does not create surprises post-close. Please provide your input, or comment if you can help.
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Reply by a searcher
from University of Wisconsin in United States
This sounds not good. First, if the company is a falling knife, an escrow is likely not the answer. Backing out is likely a better solution. Second, I believe the concept of a side agreement does not fly with the SBA. I'm not an expert, but I believe this could be considered loan fraud. I would consult with a lawyer.
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Reply by a searcher
from Rollins College in Orlando, FL, USA
100% agree with everyone on that lender rep issue. Also, if seller gets paid in full and then “puts money back” into escrow, IRS is likely gonna treat that as full proceeds received. So seller pays tax on 100%, and your $250k isn’t really a purchase price adjustment anymore, it’s just a side deal. If it comes back to you, you risk it being taxed as income, not basis reduction. Def ask our attorney and tax advisors Same issue on structure, escrow vs note vs earnout doesn’t matter if it’s not in the APA. If it’s outside, you lose the linkage to purchase price, which is what drives tax treatment.
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