Keep an eye on it because it demonstrates he's living on the edge and may fail to pay rent some day.I recommend you get rid of him when the lease expires.

What measures would I take moving forward" - easy, vet everyone better, that is also what I would have done differently.It shouldn't push anyone away, everyone makes mistakes, how we learn and move forward, or don't, is the difference between succeeding and failing.

Though many in your inner circle outside of this community may think you are wasting time, energy and money on real estate because everybody knows somebody who has tried it and failed, this site holds a great support system that will help keep you focused and look at scenarios you may not see. 5.

This ended in 2012.Condo conversion is possible, but if this property is in the Capitol Hill historic district, you may fail at the attempt, and the process with them could take several years.

If he fails to pay, apply his rent payment towards the unpaid repair and then he will be short on rent, which is cause for eviction. 

I made this mistake on one of the units of a property of mine, and the main thing is I failed to create that channel of communication from closing on new ownership/management.

On the flip side of that I don’t believe in failure and I refuse to fail but at the end of the day I don’t know what I don’t know.As a first time rental owner I was wondering is there any advice for me for investing in this type of neighborhood and dealing with these types of tenants.

RE and its numbers just make sense, so if you fail you fail but at least you say you did it..

Amenities got put in, but failed for the most part. 

I wasn't sure if we would fail or not.