In 1973, friend of mine issued a stock certificate for 5% of his C-corp to a vendor in return for a line of credit and an annual credit of $1,000 for five years. He ran this business until sometime in the mid-80's and just dropped out of sight. I spoke with him once in about 1995, but have no idea where he is today.
The vendor died and her executor found the stock certificate amongst her papers. My name appeared in her notes because I was helping my friend set up this transaction. The executor got my phone number from my friend's brother (who told him I was now a CPA) and called me yesterday. He asked what I knew about the value of the stock. That was easy. She paid $5000 for it and it is now worthless.
He wanted to know how to account for it on her estate tax return. I told him he needed to discuss that with an estate tax professional. (I refrained from saying "How the hell would I know.")
For my own knowledge: If you have stock that is worthless because the company went out of business, do you have to sell it take the loss, take the loss in the year the company went out of business, or pick the year you take the loss?
Dick