Oooooooo yea that's fucky lol.That is not my problem.
This is what I do not understand...
"Was long a put that I thought expired OTM..." K, so the put option you bought was ITM then...
(but the buyer exercised after hours on Friday cause the stock dipped below the strike...).
He was the buyer! What is he talking about? Does he mean the seller that sold him the put?

Although he was stupid enough to leverage them even more...