As for communication with the girlfriend, I would suggest that you do not maybe as it could be seen as harassment if the tenant has even taken a screenshot of him telling you not to do so- you were asked/told, and beyond that it could get messy, even with her name on the lease.So yes, my best advice also would be to indeed seek professional legal advice and avoid all further communication until you do so!

She also stated to her landlord that if the landlord continued to talk with her about how she was planning on paying rent that she would charge the landlord with harassment.

Since then he has sent a half dozen cdc declarations and every time one of my property managers contacts him he is combative, threatens with suing and claims he’s being harassed.

We had to tell that buyers agent to control there client and quit harassing us.Buyer #3!

A well-run HOA can fall apart with the wrong leadership or you can be harassed by a retired neighbor that spends their day harassing people over rule violations.

The behavior in question includes passengers refusing to wear masks, drinking excessively and engaging in physical or verbal assault (including what the agency describes as political intimidation and harassment of lawmakers).

Stick to the facts (avoid saying/thinking things like "Him feeling privileged to consistently harass me" (in the other thread) is not a fact, it is your opinion and guess. 

He has called authorities on several occasions for harassment as my father and sister have attempted to collect rent or evict him.  

These will include cases such as smoking, pets, unauthorized occupants, interference with management rights, etc.Evictions for Serious/Statutory ViolationsEvictions may be immediately filed for cases where the tenant seriously endangers the safety of others, significantly damages property, or violates Minnesota Statute section 504B.171 (drugs, firearms, prostitution, stolen property, harassment).

She claims that she has property inside the unit and has been harassing the current tenant.