@iamfishman It's definitely possible to do remote, off-site commentary. A while back I did full coverage from Boston for a Team Serious Invitational event in Ohio https://www.youtube.com/watch?v=CrGscTWBUZs&list=PL3klcfmNMPqFKpcBenxI7Igbx_34DxpiA&index=10
We managed to pull off commentary, on-screen decklists, player profiles with fun facts, and player interviews (over Skype). We didn't use a dedicated producer (I ran everything from my desktop at home). More people might be necessary to make things go smoothly at Waterbury scale. There's some technical setup and prep work required, and the VFW is still going to make something things difficult (on-site player interviews), but it would be absolutely possibly, with some helpful volunteers, to kick the event coverage up a notch or two.
I'm happy to talk setup/prep/tech details with anyone interested in this sort of thing