The 2nd one, I sat down and broke down the rent for her and made a plan for her to pay the rent in biweekly installments to go with her pay to catch it up.

Account ClosedGood catch, I did miss the insurance..  

When Landlord heard she was struggling, she offered the tenant a 20% discount on the monthly rent for four months until the tenant could catch back up.

Those will tend to be only commission, meaning you only eat what you catch. 

So what I do is I tell the tenants that if they catch another tenant doing something that is blatantly against the lease; Throwing trash on the ground, Not disposing of cigarettes in appropriate areas, Destruction of property, etc;I tell them to get a photo and or video of it and send it to me.

Hope to catch up with you in a few weeks! 

The catch is it's located in a very small town and somewhat depressed area.

There are internal heating and cooling systems, electrical components, hot water heater, plumbing fixtures and a myriad of other issues that are hard to assess for the average home buyer.Realize that you are not going to catch every single flaw or defect on your first run through a home, although there are a few key areas that every home buyer should look at before making a decision.

You could even drop by the unit and catch him moving out.Chicago and Cook county have extra anti landlord - tenant protection laws in place.

The main point is that houses are complicated systems, and only experience and practice will help you catch things.