A subchapter S shareholder has a basis of $700,000, and after 40 years of business as a contractor, retires. Upon retirement he is able to pull out $400,000 in cash and other assets to reduce his basis to $300,000. The corporation was attached to him as a contractor, and is worthless without him, and there are no children willing to carry on his business. In other words, there is nothing left in the corporation, no value, and he has a remaining basis of $300,000.
Can he take advantage of this basis evaporating, as it is worthless, and use it as a deduction - maybe a LT capital loss?
One possible solution is to sell his shares to his next-door neighbor for $1, and take a loss of $299,999. However, I wouldn't touch this because it loses under the "form versus substance" doctrine.
Can anyone suggest some way for him to take advantage of this left-over basis??
Can he take advantage of this basis evaporating, as it is worthless, and use it as a deduction - maybe a LT capital loss?
One possible solution is to sell his shares to his next-door neighbor for $1, and take a loss of $299,999. However, I wouldn't touch this because it loses under the "form versus substance" doctrine.
Can anyone suggest some way for him to take advantage of this left-over basis??
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