I'm probably overthinking this, but is it common practice to provide any kind of cable TV or Netflix etc. in a STR?

If it is block construction the engineers will make you beef up the slab and add piles to support the new weight of the second floor.

In addition, he also informed me he is not on contract to render me 1099 filing support and basically said I'm not going to help you, good luck on your own.

I have cleaning services, handymen, plumbers and kind of an electrician I call should the properties need something.

I'd consider doing some kind of cash out refi on the property at a number you're both comfortable pulling out, while still leaving $ for reserves to maintain the STR you currently have.

I can say the number of private messages I received lately from people offering private money is off the charts, which I also find comical as they clearly did not read my profile - and yes my response back is not very kind to them. 

Recurring, Single Time Fees, Late Fees) and Tax Support (export financials for tax reporting).Summary:Inaggo is the only completely free option that meets the requirements.

Hey @Matt Stull I am kind of the KY go to REI guy on BP (see bio).

If you have a high income and can support 2 mortgages with your DTI, then providing a solid LOE for your circumstance may suffice. 

There's very little support and a lot they can't do.