How does headscale hold up when you're streaming video over jellyfin/plex?
I’ve used it extensively to stream video across continents. No issues as long as you can get a P2P connection going. If it needs to go through a DERP server, then it may suffer but in my experience that’s pretty rare.
Do you mean when using it as a relay because p2p connectivity isn't possible? The preferred operating mode of Tailscale networks is for the bulk of traffic to go p2p, using various tricks for NAT and firewall traversal.