Through his behavior he's attempting to use your money to pay for his problems, it seems like you almost feel bad for piling on but I would consult an attorney and follow their recommendation.

Every month that they get whacked with a fee might, it MIGHT reform their payment behavior.

We still saw incredibly strong YOY appreciation of +34% in the greater metro and +27% in the City of Austin.We’ve now seen a few months trending toward stabilization and more predictable seasonal market behavior.

They are more open to discuss details about a tenant's behavior or the amount of repairs that were needed upon move out.I feel like I should be somewhat guarded when I get calls as the current landlord, as if a more revealing answer could come back to bite me...I answer truthfully, but try to keep things short.

If you see predatory behavior, call it out.

It is not their place to allow(or disallow) any such behavior.

Really erratic behavior and for the most part, almost following the same trend as the rest of the US.  

Yes, it sucks to pay off a PIA ex and reward her bad behavior, but in the end it may be the cheapest, fastest route.

Approaches considered...1) agree with earlier comments for M2M and entire rent together one check which forces good “team” behavior. 2) charge a risk deposit for said individual based on past collections behavior-check maximum allowable by your locality. 3) my approach was to ensure 2 of 3 could carry expense load of apartment using rental criteria and evaluation from “TransUnion Smartmove”.

Put everyone on a lease that covers whatever behaviors you might be concerned about and then you can legally evict them when they violate the lease.