The prepayment penalty could be painful if rates drop within the next decade.

What a pain to have to do this every year.

Every market you go to will have growing pains associated with learning the market nuances, finding the right team, and finding the best deals.

Its a pain to do any work with tenants in there, don't get me wrong, but it does not need to pass before advertising it for rent.   

It may be painful getting to this point, but once you get there you will be glad you did it. 

I feel your pain; I have also had to battle (at times) with my wife to hold on to my long term rentals!

I am in this too, I have been doing work for some investors oversea and this is the pain falls that I found (time difference is only 3 hours though):- Tenant screening, we found that sometimes without meeting the tenant, everything looked good until the meeting.

Conducting comprehensive market research in target markets with strong business demand, positive economic signals, job growth, and wealth growth are possible.

I was not getting any solid signal about rental occupancy rate either and from a property appreciation point of view, I felt there was hardly any skin left in the game for me. 

Our situation: My father is a cancer patient, and I am a permanently disabled adult in my 30’s that is in severe chronic pain after a workplace accident.