Looks like you're in great company, your dad may be able to help you avoid some of the typical stumbling blocks that new investors encounter. 

Insurance companies will try their best not to fulfill claims by looking for loopholes. 

Hi I have a property in Orlando with a claim for a new roof that has now been going on with the insurance company for many months.

I have been approached by a number of companies who provide housing solutions for individuals with special needs and think it could be a fulfilling partnership, but want to make sure I am mitigating risk and protecting myself. 

Wind/Hail has hit them hard over and over to the point that a lot of companies have pulled out. 

I've been paying escrow+mortgage on rentals since 2015 and never had this happen to me.Details:Mortgage company does an escrow analysis and finds the following:2023 Taxes $1648 + Insurance $1634 = Total: $3282New Escrow for 2024Taxes $2331 + Insurance $1918 = NEW TOTAL: $4250- With increased tax and insurance I owe $968 more on escrow.- $968 difference paid out over 12 months would be $80.60 per month MORE.The mortgage company is claiming that I owe $3,000 MORE in escrow and is charging me an additional $250 per month.I checked with them and I've NEVER missed a payment and have been up to date this whole time.They say its not a mistake but couldn't explain why I owed $3000 more instead of $968 more for the year.Am I missing something? 

We were contacted by our PM regarding this coverage and they recommended this company.  

So I would think that any good cleaning company could come and do a deep clean after a 3 month stay just like you would with a LTR tenant flip.There should be a ton of cleaners in that area.

I bought the building that my C corp business rents with a LLC company I own.

That gives a clear consequence to the tenant, and also gives the property owner a clear reason to evict (if necessary).If you're unsure about the legalities or the best approach, consulting with a property management company familiar with local laws or a real estate attorney could be invaluable.