A humble choice like subscription service would be pretty great honestly. $10ish a month for maybe 1 AA/AAA modern game and a handful of retro and indie games would have me on board immediately. Starting to charge for things they currently or have previously offered for free is not the way to win people over.

Hypothetically, if I have tailscale setup, would that be a viable workaround since everything looks local on my tailnet?

When I stream from my plex server it’s a direct connection between my device and the server. The only time it proxies through plex is if your server isn’t directly accessible, like ports are blocked or not forwarded properly.