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To be fair, the target tax liability will be triggered by consideration used by the acquirer regardless of whether it's a stock deal or an asset deal. If acquirer with pays stock, it's likely to come up with a tax-free structure.

Is the target a subsidiary of a C-Corp or a freestanding C-Corp? If the former, you can negotiate with the seller to make a 338(h)(10) election, which the buyer will usually pay significantly more for. You'll still end up with the two levels of taxation at the target shareholder level, but your after tax wealth will be greater than just a normal C-Corp sale.

If this is a freestanding C-Corp, you're out of luck if target wants cash.

 

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