taxguy2399 wrote:Captcook - by treating this as a SH loan over the years doesn’t it likely save the TP tax.
In a very short-sighted way...I guess.
taxguy2399 wrote:Alternatively, TP would have recognized capital gains on distributions in excess of basis over the years, now has $3M of ordinary income on the cancellation of the liabilities (under either scenario) and then would have had a $3M capital loss on the stock disposition that, unless TP has significant cap gains, is probably of minimal value.
After distributing the accumulated shareholder loan, there is no basis left over for a capital loss...period.
The broader issue here is that I never let clients accumulate SH loans for this reason. It becomes a habit and some people take that habit to very dangerous levels, which is where this client is. It's really sad and I've seen it many times. I've fired clients who insist on doing this. I sleep better at night because I'm not going to facilitate/enable this behavior.