I donate pretty heavily to charity, but my business is not a charity.

You need motivation to get started in the real estate world and reading what you wrote, you already wasted on it from your successful job and life which I wish I had.it seems your making too much money that you don't know what to do with it, well if that's the case with your (total household income >1M) then open a charity or give back to the community, wish I had your problem.

Keep in mind this is a business not a charity, supplementing a tenants rent to avoid a turnover is a clear indication of a inefficiently operated business.

But, since I don't need the $, if I ever did this for a fee I'd find a charity and donate all of the proceeds to it.  

And I would expect the relationship to die, if it hasn't already.No offense, but this is what happens when people treat their investment like a charity.

She is very sweet but seems to be running it more like a charity (no doubt there is much deferred maintenance on all the units).

Since I know you are making a profit on these deals, then you certainly bought them at or below 70% of market, unless you're in business as a charity for new investors (I doubt it).BTW, I almost never sell properties because I'm in the rental business.

IF you got the house at the RIGHT price (of course marriage is more important than a property) you might use it as a half-way house, lease it to the city as a homeless shelter, rezone for commercial or partner with a charity.  

So let’s all do ourselves a favor and REMEMBER. this is a business and not a charity.

If they pay late, but always pay the late fees, they are usually OK to hold onto until their lease expires, then get rid of them.Your life will be better if you run like a business instead of a charity.