I also use Plex to get all media on my phone, and that's actually my primary interface and so I very seldom ever need to ensure I'm connected to Tailscale or browsing, as what I need to access via phone is not usually files, it's usually media. If it is files, I tend to have a laptop on me and that also has Tailscale, so also benefits from just accessing it all as if it's local.
The only part of this I'm likely to change is Tailscale as I really dislike not being able to register account to my email and I don't have a Google, Microsoft or Apple account, and don't wish to use GitHub for this - and I haven't seen a super simple self-hosted OIDC solution for my own email (I wish Fastmail would provide one)
And also saw this on HN a month or so ago https://blog.janissary.xyz/posts/tailscale-oidc-authelia-car...