How tech savvy are we talking? I can troubleshoot the usual stuff on my pc, by googling. But I'm not a sysadmin and have 0 knowledge about how to set up or maintain a server.
My group has been looking at TTRPGs for a while now. We used Owlbear Rodeo for one campaign, and started our current one on Roll20 without premium, but... It's so unintuitive. An honest to goodness UI/UX nightmare. I can see the logic behind some of the choices but it's so uncomfortable to use. We want something with a bit more functionality (character sheets and dice rolling at least, dynamic fog of war being a personal bonus as a DM).
Even then, it'd take a lot more than just equal quality and compatibility. Folks are too used to Adobe slop to switch.
I've recently started using Affinity instead and ngl, it's getting there. No AI stuff (which is a plus for me), runs better, and is capable of doing damn near the same things.