My first year full-time I was in a brand new market with no network and had a chronic disease that meant I couldn't work a ton of hours.

.- The place where I currently live is a dump and the landlord won't fix anything (chronic complainer here maybe?)

Then again until midnight or 2 am. chronic insomnia!

It has worked out for me for the most part.I've also worked with people who are chronically late paying rent.  

She’ll most likely be a chronic late or partial rent payer and you’ll spend more evicting her.

Unexpected medical bills, chronic illness, catastrophic emergency and more are the leading causes of foreclosure. 

I'm the chronic gadfly here, but just do one thing - FULL DISCLOSURE including1) That the deal is a net commission2) The "buyer" is not a licensed RE broker (usually)3) Who the TRUE BUYER IS and WHAT HE IS PAYING BEFORE closing.

We have one tenant that is chronically late and has a continuous stream of stories of woe.

Yes, you can notify them that you will not renew or extend the lease.You need to learn how to shut down a chronic complainer.

I'm not sure I know what WRT means though.Here's another question, Why does it seem that experienced owners seem to know who to hire and how to train them correctly while those who aren't long (or profitable) in the business repeatedly make the mistake of hiring management that makes the property suffer from chronic high vacancy, high expenses, etc... and ultimately have to sell the property themselves at sometimes huge losses?