I have had a one-person C-Corporation for many years.
At times it has been successful, but it has had mostly losses for 4 or 5 years, which I have made up by advancing funds to the corporation.
The shareholder loan account, representing my loan to the corporation, is now up to about $50,000. (The capital stock is currently about $15,000).
The paperwork of paying interest and rolling over the loan every year is trying and might not ultimately be satisfactory to the IRS because it is a little rough. And of course the IRS might be concerned about "thin capitalization."
Should I just convert it all to equity? This would make everything a lot easier.
Originally, I made it mostly a loan, because I thought that there might be a problem later on withdrawing equity without paying taxes, once the corporation starts making profits again.
More recently though,one or two accountants have told me that withdrawing equity tax free would actually not in fact be a problem, other than that it might have to be timed right because withdrawals within a profitable year are going to be assumed to come from profits, not as a return of capital.
I would be able to handle that timing issue though, at that future time, because once the profits come again I can wait until the following year to withdraw the capital. I would be able also to eliminate profits for a future year if need be in order to return the capital in that year.
So, assuming that that timing issue can be handled when it arises, might it make sense to go ahead and convert the capital to all (or mostly) equity, to eliminate all of the hassles of rolling over the loan every year and paying interest etc.
I realize that nobody can give me actual advice, but am I understanding the basic issues correctly?
Or is there a risk that if I do convert it to all equity, that the IRS might later question its later tax-free return on some grounds, and try to tax it instead of treating it as a tax free return of capital?
Thanks for any thoughts!
Don
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