What a crappy situation.
Do you live in the same ward? I ask cuz liquor establishments operate at the fragile mercy of the City. It might be helpful to get your alderman involved? Not so much as a (counter)threat, but to help this guy understand what age he is living in. It is a different world now. Sometimes the older and more set in their ways need help understanding that bikes belong.
Complaints against liquor establishments are taken very seriously by the city. You could use this, if necessary to our advantage.
Armanetti's, can't stand that store. Even though Armanetti's has a bigger selection, if I need to buy liquor in that neck of the woods, which happens more frequently than I care to admit, I frequent Pelly's. The counter dudes are always cool, will always help and the margarita place next door has a big bike rack or there's a city rack on the NW corner of Lincoln/Newport. I'll wonder if Pelly's would put up a rack in their parking lot of more cyclists frequented.