I do have some contacts there, specifically in the luxury short-term rental space.

. - Foremost ($2650)- Tower Hill ($1100)- Proper ($3900)- Travelers ($2500)- American Modern ($1350)Thanks in advance for your input.

Hi @Adanna Davis, the things you can do to compete in this space are one or the other of these:- Compete on price- Offer something the others don't.In my (limited) experience, price is usually the most experience and least enjoyable sphere to compete in. 

And most definitely talk to a real estate broker or agent to run numbers to see what the highest and best use for that space will be.

Once you get into the commercial space, some lenders will look at the property in order to assist in financing.

I already nixed it because the living space was miniscule but it's good to get your nod! 

My strategy is to continue in the residential space for the time beingTo summarize - Even after the refinance in the LLC, I still need insurance.

Banks seem VERY cautious of commercial, specifically office space for obvious reasons.At this point I am thinking of waiting until 2021 because my tax returns will be stronger and the building will have better seasoning.Interested to hear about what other commercial investors are experiencing? 

Maybe instead they'll want a 2-3 bedroom townhouse with a garage that is just outside the downtown core with a lot more space but still a short commute to work?

She is covering my space coast side of things.