@Todd Fuller The rules for a "first time home buyer" are regulated differently in each state.

Banks are notoriously known to have more stringent guidelines and regulations then Privage or HML.   

We are not familiar with the vacation areas, or short-term rental hot spots and would be interested in knowing which areas to consider, and which ones to stay away from (due to short-term regulation, or overpricing, etc).My initial thoughts were areas around Morgantown, and near the ski slopes, but would love to hear other areas to consider.We already have one short-term rental in North Carolina, and would like to purchase a 2nd one possibly in West Virginia.Thanks in advance for your help!

I have concerns regard knowing regulations for room sizes to convert a 3/1 into a 3/2.I look forward to hearing everyone's thoughts.

Federal regulations don't allow non-public personal information to be shared with non-qualified businesses. 

The folks at the city inspector's office also tend to use out-of-state 'ers as their whipping boy on all of their regulations.

LolAre there any regulations preventing from doing this crazy request?

Check your state regulations on security deposits because some states will not allow you to collect interest on them. 

I have 24 doors (6 STR's) and that strategy has worked really well for me, as those markets are the most friendly towards STR's regulations-wise.

You need to become an expert as people will want to know there money is in experience and capable hands.Also as per SEC regulations you can’t just start reaching out to people to invest with you.