Property taxes are 650, insurance 160, outsourced property management takes 10% of the rent, and another 10% of the rent is set aside each month for future repairs. 3750 x 0.8 = 3000. $3000 profit, minus about $2300 in mortgage, property taxes and insurance leaves about $700 cashflow, when I move out.

Almost all mortgage loans these days have Due on Sale clauses, so it comes down to A) whether they find out (usually from changes in the insurance policy), and B) whether they choose to call the loan.

Crossing the lines may not provide proper liability protection.Personally, I just kept my SF rentals in my name and got excellent insurance coverage, $500K per property plus a $2M umbrella.

But it's still...whole life insurance.

I 100% endorse adding in the escrows for taxes and insurance to set the buyer/borrower up for success. 

Other sites that can be successful included Facebook (specific groups you are targeting like traveling nurses or 5th ward housing, etc), Airbnb/VRBO (30+ day stays) and insurance placements like ALE Solutions.

If you are following the rules then everything should be OK.This is no different than a health inspector visiting a restaurant.

The won't insure you or they will jack up the price considerably. 

Was the repairman insured/bonded/licensed?

Assessments, in the "condo world" cover items not insured.