Your probably aware of the upcoming Denver regulations to charge more property tax for ABNB along the lines of Commercial.

Obviously do your research into the various supplemental medical insurance options and read the fine print as it's not regulated by Obamacare laws so there might be issues with certain types of conditions not being covered.Second point - have you done a thorough analysis of plans through the Obamacare marketplaces and compared various scenarios to your current W2 insurance?

@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.