If you are so busy that you don't have any time for anyone else but yourself, your long-term relationships will suffer and it's usually not healthy.

@Mariusz BojarczukDo not suffer from analysis paralysis!

Another thing is, as you mentioned, letting them go clean means the next landlord may suffer, and that bothers me. 

In Bridgeport, CT the investment is about 10% of rents collected which frees you from taking resident phone calls, coordinating maintenance, leasing vacancies, accounting P&L's, conducting inspections and making property payments.Owners often times suffer from "death by 100 cuts" when having to handle all of these small items, missing opportunities to achieve bigger goals.

Then the children suffer capital gain taxes as trade-off.

We said per our lease, she is welcome to break the lease and suffer no penalties, and that we would prorate her rent depending on move out date.

I made the mistake of not selling it on top of the market and suffered some long upside down years when economics were not good and every time a tenant moves out, I had to cut the rent.

No, just suffered from analysis paralysis like everyone does 3.

i agree with @matthew paul, there is no way to predict any of this, and one of the worst regrets suffered is that of lost opportunities, you can hear it if you talk to any senior citizen about investments, rarely do they tell you about their victories, most of the time they will tell you about the one that got away, and so it is with life.

In fact, the "course" itself suffers from the second item listed on the front page under "major downfalls".