The biggest challenge for being a great realtor is always generating leads and staying organized.

I also love Jiu-Jitsu; staying active really helps to keep your mind right.

If I am losing money on LMHA as a landlord then there should be 10x that number of good people losing their vouchers because they cannot stay in good standing with the excess failures the system has at present. 

If you use an FHA loan as an individual, you’ll benefit from a low down payment (3.5%) and more lenient qualification requirements, but you won’t have liability protection, and the loan will stay in your name when it becomes a rental.Using a conventional loan through an LLC offers liability protection and scalability for future investments but requires a larger down payment (15-25%) and often comes with higher interest rates.If maximizing cash-on-cash return is your goal, FHA might be the better starting point.

Only do this if you'll be staying in the house for a long time.

They may even pay for the tenant to stay in a hotel until the home is safe again.As for the tenants, I think you've gotten yourself into a pickle by letting this go long enough that they can claim health issues.

I do fortunately have a few connections to a couple small towns across the US (southern OH, MN, etc.) so at least in those markets, I have a bit of an understanding on what areas to stay away from.

The most important thing is going to be staying organized with what items are purchased for which property. 

I have stayed at many STR and have never had security system that I have access to and it hasn't been a problem. 

You can scale from there.If you are planning to stay in the area long term, I recommend buying a primary.