We went through this process twice with them.

This is not a quick process, but none the less, the best process and it works every time. 

In the buyer line we would always write "*entity name* and/or assignees".

Start to get some processes down.  

The reality is the opposite - if it's not in writing then the PMC doesn't have to provide the service or can charge extra for it!

We would have preferred to work with them within reason to make it a quicker and easier process.

That process makes everyone dig deeper. 

I was thinking of starting a rent increase for my 1 bedroom tenant voucher due it being low and well under fair market value(Based on  hud and zip code) but my tenant is in the process of having a caretaker for her disability and getting approved for a two bedroom voucher.

I’d reach out to your attorney asap to get the process started.

That's 50k a year gone and you are losing tax write-offs and equity potential.