Fed-X for example will have privacy issues, the delivery guy for a local drug store may not have many issues restricting them.

@Bryan WellerI don't like LLC, INC names that mimic the owner's name, like: Bryan Weller LLCWeller Real Estate LLCI think that the company name should be completely different from your own name, even Bryan and Bob LLC is something I don't like.From the IRS prospective there is always the question of dealer or investor, which often equates to being Federally taxed at long term Capital Gains rates or ordinary income at double the taxes.

Joel Owens, the 3rd BPO might just be that this contract, and maybe a previous one, has drug out over time.

Probrably less than my drug of choice...caffine!

Couple things, one you mentioned a triplex, that is a single family dwelling and financing falls under Dodd-Frank rules, he doesn't live there so he may be defined as an operator-dealer, secondly, you mentioned medical problems.Are those medical issues in his immediate family?

Now as far going luxury cars going big time, at some point it may make sense to just get your dealers license (rental license) and run it accordingly.

I have tried and I just don't buy in that area - there are shootings, drug deals....

Hey, at least with the money they have, they decided to invest it instead of just going on a shopping spree or buy drugs or something worse.

If they choose to rent a room these will include:No drugs, alcohol, smoking, pets, or guests allowed. 

That was not my experience, but then my tenant turned out to be a dealer (and constant user) of the “good stuff” that’s unbelievably potent and laced with extra THC if I’m not mistaken (the white waxy stuff).