Chronic late payments, bounced checks etc. however ultimately I was made whole and got rent for each month.

I've thought about a duplex, but at this point couldn't do any upkeep myself due to chronic neck pain, I may have been able to move ahead easier without the health issues? 

Seems like if your business plan relies on chronically breaking the law you have issues.

I've inherited a few rentals with chronic late payers.

Directly owning rentals worked for me because I bought after a crash when prices artificially fell way below where they should be, area had very low vacancy and hard to build so chronically low supply, area historically has strong rent & price appreciation, properties did not need much work, etc...  

Just wanted to say good luck your post caught my eye because my Ex wife has really bad Chronic Lyme disease it was (still is) a brutal nightmare.

We often wonder why the City needs to introduce new fees when it receives such a significant annual gain in tax revenue thanks to the builders.post 3The chronic asbestos infestation found in postwar homes follows us around the inner city as we demolish decrepit old shacks.

Only, if I have to file a few times for disposition after not receiving rent, than I have a case to argue that this tenant is a chronic late payer and the court might rule that he has to be evicted.

Many times any chronic issues with the homes will appear there in comments.2.  

I sent him a three-day notice and raised his late fee to $100 because he has been chronically late every month.