I would diversify in something you understand and some in what you want to learn.

I'm still trying to understand these markets more.

I understand there are deduction limits, does this apply to this "STR loophole" as well?

Some are only there to party and don't understand the responsibility they're taking on when signing these leases.

Aside from being totally creepy, (and to be fair, I need to understand this is potentially a mental disorder and I don’t want to shame or discriminate against that) there have been no actual violations. 

This is a two-way interview, so have a short list of questions to ask the mentor (What books do you recommend I read to gain a better understanding?

It is a great loan for a standard fix and flip though. 

I don't really know terms or have any type of real understanding when it comes to real estate investing. 

Instead of it being more of a level playing field, where commissions were essentially standard, a lower asking price with a buyer paid broker or a higher asking price with a seller paid buyer broker will be something for investors to consider before presentation.

Perhaps you can find one willing to take on the project, someone who really understands your specific concerns.