And after we communicated that he then removed the listing.

Nobody wants to move in the winter, but more importantly be fair to your tenants (address issues/ communicate for them to want to stay). 

Finding a communicative agent that actually respects your time as an investor is difficult.

I would also limit my interaction and communicate only in writing to prevent them from getting into an argument or wasting your time.

Having read through all the comments here, I suspect it's a perfect storm: they took on too many loans than they could possibly process, internally their communications and processes are really lacking, and I'll give them the nod to COVID which has undoubtedly made the first two even worse.

There were a couple challenges with it but mainly it was because I am communicating through 2 realtors before the message reaches the seller.

So the short answer and only advice I can give is, open communication, try and be friendly, know what concessions you're able and willing to make if the tenants need anything. 

West Coast Roofing was very good at communication and getting it done.

You will have to flex your communication muscles and your problem solving skills. 

I would not threaten him or be hostile but communicate as transparently as you can what your upset about.