I used Playnite on windows back when I had Windows, it syncs with GOG and everything else.
But I find it much better to use Heroic and have one wine prefix per game. Easier to sort out compatibility and config issues.
Plus it has a beta cloud sync thing. I dont know if it uses the store's sync system (GOG, Epic, etc) or if it's a Heroic service on it's own.
You could also have syncthing backup your Wine prefixes, that way you not only sync your save games, but also your whole configuration.
A game that was on my wishlist launched last week, I finished it during the weekend. ILOVED IT, it's Minishoot Adventures, a zelda-like twin stick shooter. Sounds strange, but it's really fun.
Time for pirate servers?
I like 3. I like both the political memes and the memes about people tired of political memes. Thanks for the community recommendations!
You could point the DynDNS to your first server, generate a valid SSL certificate with letsencrypt, then move DynDNS and the certificate to the new server.
As per your update, the problem with the server is generating certificates, right?
Yea, choosing the open feature over the exclusive one is actually the right move
Check out Playnite then. I'm not sure about cloud save, but I liked it very much on Windows.