It's easier to keep account of not just you but everyone. If they were looking for more patrons, they wouldn't be doing what they are doing. It's not expensive to buy a stick for each time you smoke a cigar.

It's too much of a hassle to keep track of a patron and their buying habits. If you know the owner enough, why don't you talk to him/her? Ask if you can bring in the receipt for the box purchase when you come in. I think being able to use the lounge for a month after buying a box isn't asking too much. If he/she isn't accommodating to your needs, take the business elsewhere.