So, it is true that if I were in your shoes, I would put as much cash towards investing as possible. 

The boyfriend had stored a flammable material he "said" he used to clean his shoes in the upper cabinet followed by a ashtray with a cigarette butt before going to bed with the girlfriend that night. 

I think if i were in your shoes and had solid proof he did not do good work on the one side, i'd get the final cost for water proofing and see how if he would pick up 50% or more or whatever you feel comfortable with.

If I were in your shoes, I'd send certified mail, return-receipt requested with the amount due as rent not received. 

You can create different pages for different needs: showcasing open houses, giveaways/ raffles, loan programs, etc.

Your property manager will quit because the tenant insulted him over his shoes (true story), the furnace will fail on the last cold weekend in March and has to be replaced now, the tenant or the tenant's teen-aged son will get arrested for manufacturing meth in your basement.

Its just an active business like selling shoes or manufacturing widgets and is taxed that same as any other active business.

So if I were in your shoes I'd do one. 

The local news station found our Facebook and showcased our property for a story about short term rentals during sporting events, which was fantastic free advertising!

Really cool video showcasing just a few of the reasons why the locals love it here.