We are also changing how remote playback works for streaming personal media (that is, playback when not on the same local network as the server). The reality is that we need more resources to continue putting forth the best personal media experience, and as a result, we will no longer offer remote playback as a free feature. This—alongside the new Plex Pass pricing—will help provide those resources. This change will apply to the future release of our new Plex experience for mobile and other platforms.
Hypothetically, if I have tailscale setup, would that be a viable workaround since everything looks local on my tailnet?
100%. This is just due to the cost of hitting their servers in case you can’t reach your network