I talked to the tenant I expressed my concerns about the situation and their behavior and the safety of the tenant on the first floor and the neighbors who live next door.  

I'd write a handwritten note to your tenant and express gratitude that they're an awesome tenant.

As I shared with @David Dachtera, I certainly could have expressed more clearly my intended query. 

There is a $35.00 Non refundable background check that the applicant needs to pay to smartmove.Look at the ID of the person when they get to the property,.......and make sure it matches the person.....A quick tip on showing......and setting rental prices.......Do a "soft advertisement on Craigslist with all the info.....but without the actual address.....just the name of the street.....see if you get lots of responses quickly.......if you do......that means you need to take the ad down for a couple days and then re advertise it at a higher price..............I advertise on CL and when the phone rings.....Do NOT ANSWER.............let people leave voicemail .....you want to see if when they leave a message they sound like someone that you may feel comfortable talking with on a daily basis......And DO NOT DO OPEN HOUSES..............What you need to do is when the first person you talk to that you get a good vibe with expresses an interest in seeing the house......you tell them I'm showing it Saturday at 10am and Sunday at 3pm...........then be quiet.....they will pick a time.......and you repeat that process with everyone that calls and make sure it at or around the same time slot as everyone else.....Don't tell them other people will be there also......When they do show up and they see other people there also.....it creates more of a demand for the room :-)   Also...pick a time that is withinn 24 hours of talkin with the person....if you talk with them Monday afternoon....tell them you are showing it tonight at 7 and tommorow at 6.        

He has already expressed the fact that he wants to stay after the 6 months. 

I will express my opinion as property's owner.

I did look at Allied and Real Estate Express as well, but I went with a company that’s local who seems to provide a tailored approach with application assistance as well. 

You are not required to be the charity to the world, if you can't afford to, and without your express intent to become so.So, as someone who believes in treating people fairly, including myself, it's my opinion that it's okay for you to not take on this tenant's problems in any way. 

I don’t have the real estate investor skins in the wall yet, so I’ll be more measured in expressing my theories. 

It was disconcerting to receive an email offering 15 minutes (after telling the person on the phone that I had many questions), to send an email expressing my concern that 15 minutes wouldn't be enough time, and to then receive an email back saying that we could have multiple calls (and attaching a calendar that was booked for the next week and a half).