We still endeavour to collect the rent during the course of the month, so we are not left holding the bag, if they leave the place filthy or damaged - given their security deposit has already been consumed.I wouldn't bother starting the eviction process at this point it will only add costs.

He may now move on into his future with ugly past behind him.Please keeping helping people to set down their burdens, repack their bags and move forward in life.

We implemented this policy after someone failed to move in and left us holding the bag.

At this point I'm hoping they get the hint and leave me alone.Funny thing is, when I mentioned this on reddit, all the $12 an hour people started attacking me for being successful, calling me a douche bag who is pretentious, and siding with the person that tried to insult me but just really insulted herself...lol.They don't even understand what pretentious is (pretending to be something you are not).

We just want the $$, we are not getting it, so pack your bags. 

I have learned from experience and luckily the lesson learned was not too expensive, but it did cost me (and my husband at the time) about $1500.00.No matter how reliable they are, you will be left holding the bag at some point.Plenty of my friends and extended family have had the same experience.

However since the capital gains rate is 15% and his income tax rate is probably above that, I do not see how that will help him, unless he is talking about you giving him a bag of cash at the closing, and you put his deprecated value of the property on the closing statement, then he has no gain on the sale and you have a low basis.I think you need to ask from him what he wants, does he want to finance the purchase for you?  

And if you think the investors that are eyeing that property aren't paying attention to see if you rent or move in, you're wrong.Don't be a dirt bag, plenty of deals out there and do it the right way.

The market I'm in is interesting in that lacks the peaks and valleys that many places do, which is a mixed bag.  

In this extremely competitive North East market, we have realized that it's very difficult to bag great to good deals.