Could another special session extend the rent moratorium even further come September? 

Vent session here...

(Four rentals in the medium term PLUS house hacking our way into free housing, freeing up additional money to invest each month) I have home office work sessions where I contemporaneously log all my real estate activities, do the bookkeeping and keep all the filing organized (physically/virtually), communicate with relevant parties like lenders, subcontractors, agents, etc.

You can load back to back sessions. 

Be sure to brown the topics sessions for tons of discussions on your area of interest.  

I would get with a real estate CPA who does strategy sessions (not QA sessions) to understand what would be best for you. 

The "official" REIA is doing online sessions, but its more of a presentation than any collaboration.

However, I don't think you can expect them to have a weekly pep talk / coaching session with you. 

Here is an excerpt from the VT.gov website:Notice: Effective with returns filed after Jan. 1, 2020 H.541 of the 2019 Legislative Session changed the definition of “land” subject to the Land Gains Tax.

I've investigated joining AZREIA since at least at the moment those meetings are virtual - can anyone confirm if these virtual sessions are as fruitful as the original in-person ones?