Oomis:
1. “If his food is kosher without question, his FOOD should have a hashgocha. If I were the rov in that neighborhood, I would lobby to discourage my baalabatim from going inside”
If you would prefer people not go in there, then why would you make the mashgiach go in? Looks like the hashgacha is selling out to make a few bucks.
2. Prison. just to clarify, do prison’s have kosher kitchens or do they provide kosher food (no differently than United Airlines)
Additionally, jail is not really a choice (please don’t argue that they chose to do things which would land them in jail) whereas whether or not to enter a club is a choice.