this post was submitted on 22 May 2026
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For my friends and family, it’d be fairly annoying to connect to Tailscale, and really annoying to connect to Wireguard or Yggdrasil.
Think of a smart TV used by your mom and having to guide her to install Wireguard on it lol.
I don’t fundamentally distrust Plex’s encryption after having tcpdumped it and seeing nothing but gibberish - which is exactly what my ISPs would see, that’s my reason for encryption. But I do not trust them to keep that feature operational indefinitely.
I’ve actually seen more people commercialise Jellyfin because you can edit the fuck out of its source code and add 10 ads and 3 paywalls. I’ve only seen people selling access to Plex shares directly - like you would sell a Steam key, whereas Jellyfin custom shares get customised and sold as a Netflix alternative with an active subscription in some places around the world.
Tailscale is a managed Wireguard service.