My knowledge of network security is very limited, right now I only self-host things like movies, music, ROMs, etc. I would love to do the same with my passwords, but I don’t think I would feel comfortable doing it with such sensitive data.

Jellyfin as a server where my music is hosted.

Jellyfin’s web client to stream on my personal laptop.

Symphonium to stream on my Android phone, and sometimes Deezer (when I want to check out new songs).

Deemix to extract songs I like from Deezer to my server.

Tailscale for external access.

On my work laptop I only listen to online radios, or I just use my phone. I guess I could connect to my server on it, but the laptop belongs to my company, so I avoid any access to my personal stuff.

What exactly is concerning about Tailscale’s security?

I’m new to self-hosting and Tailscale was the easiest/fastest way I could get to access my stuff externally. I’m currently learning about the alternatives.