As @kk2 says in the very first message in this thread (paraphrasing):
If “Ask to connect” is enabled, then the linux subsystem cannot connect to the internet at all
If “Click to block” is chosen, or the firewall is turned off, then the linux subsystem can connect to the internet
This is related to the “pico” process that windows uses to implement the linux subsystem - MS treat this process/subsystem differently (as mentioned in links provided above).
In lieu of a proper solution, I suggested you have an option that can be selected to exempt “pico” from the “Ask to connect” filtering (i.e optionally a blanket rule that always allows pico to connect), this is sub-optimal but would allow those of us with the problem to continue using Glasswire in its “Ask To Connect” mode (the reason after all I paid for Glasswire).
This was first raised in August last year, now we appear to have gone full circle and recent questions were answered earlier. Sadly I’ve exhausted my enthusiasm to help further, this thread has everything your team should need to reproduce and understand the problem, no-one expects an overnight solution.
I’ll put paying for a licence down as a mistake and move on to an alternative product. It’s a shame, Glasswire is pretty but doesn’t work properly.