Two days after he lends
the other Sherry his credit card, Tony decides he could do with a night out himself. Sherry-the one with a pulse-is taking care of things at the company for now, being Tony where needed, because Tony himself just cannot fucking deal. If he had to take one step into Obie's old office he thinks he would probably throw up. In a little while he'll take back the reins, seeing as it's his company and all, but for now he'd much rather go out and get drunk.
If it occurred to him, he might ask where Sherry went so he can avoid the place, avoid the complications of identity. It doesn't occur to him.