I can recommend the organizer from Broken Token. I set the game up for my group in 15 minutes usually. We also use an app to track combat so there are a few physical components we do not need to set up.
We have several broken token organizers for other games but haven't splurged on the gloomhaven one. We haven't actually been able to play during covid so we might just restart the campaign after this pandemic ends. I will look into it though.
The digital version is coming along nicely (for anyone interested in Early Access). I've tinkered with it a bit. One nice feature is it includes an adventure mode that's separate from the campaign. Multiplayer is now functional. The game is still very early access, so be warned.
Is there any thought to add a 5 person option?