I have contemplated doing a conversion like that with existing warehouse or office space but I am extremely new to commercial real estate investing and I think that is beyond what I'd like to tackle in the beginning.

My guess is that the arrangement you contemplate would not meet FHA underwriting guidelines, but I am not a MLO and have not had a conventional or FHA loan in decades.

My question is how long do you personally wait to see how your Airbnb venture is going to go until strongly contemplating long term?

Just something to consider as you contemplate the best move for you.

This factor can significantly impact your cash flow potential, especially if you're contemplating a buy-and-hold strategy.

Anyone contemplating note investing should read this book, and reread it until they thoroughly understand it.  

On the flip side, we are contemplating focusing on areas closer to bigger cities nearby (less than a hour drive) that would allow for a more steady LTR investment with monthly cash flow and decent appreciation.

In a condo that I am getting ready to sell and I am contemplating taking the cash vs 1031 Exchange.

While I don't own a STR (but am contemplating it) I have rented via Airb&b & VRBO for years.

I'm contemplating using Cogo on a 100k deal now...should I try them or use another lender?