If you feel the need to help her; remind yourself that having firm boundaries is really the best way.

As a reminder, a completed Rental Registration Program application is required at the initial registration of the property and registration updates will continue to be required within 30 days of a change in occupancy or tenancy.

Remind the tenant that they are responsible for utility usage and must monitor the home and report problems immediately.

Sounds like to me you gave him improper notice,, so to be safe I'd send him a move out reminder that his lease ends the 31 of August...  

This situation Reminds me of something I was taught as a kid...we have to be wise as serpents and innocent as doves. 

Going to the bank to pay rent is a regular reminder they are giving their landlord money.

Jay, your comment reminds me of when I was first putting my toes into this business, and I had the brilliant idea to invest in Newburgh, New York.  

I know this is really late, but I heard them talking about mentorship while I was driving and it reminded me of your post!  

You reminded me of a couple who I have been trying to help who had a friend put them in a similar - but worst - situation than the one you described. 

Yes, thank you for reminding me.