Please don't pay any kind of money, especially that amount for some kind of Instagram influencer.

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.

The kind that can’t fill out a form, checks both boxes in an either or situation, and can’t be bothered to respond to calls, texts, or emails.

You did the hardest thing, which is simply buying that first one.I may be biased (no, I'm definitely biased) but @Erin Spradlin is kind of what you're looking for in terms of hand-holding.

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.

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.

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

It just has to do with how each platform markets themselves and what kinds of guests come through.I am an investor and co-host in Dallas, Texas and that's generally the posting rules I go by.

I am based in Ventura and have experience managing rentals and we work with all kinds of investors in addition to being an investor as well. 

These kinds of deals look good on paper, but they usually never pan out to be good investments.