I’ve used jellyfin for years but never tried to remotely access it. From what I’ve read you pretty much have to use something like Tailscale. It’s something I will probably give a shot at some point.

I have never used SSH or SFTP. I will have to look into that. I automatically assumed that to access my files remotely I would need to pay for a static IP address. I’m assuming this is not the case? I’ll have to read up on it.

Thanks for the info. Time for me to dust off the raspberry pi 4 and play around with it a bit.

I feel like there is a step missing here. Do you mean physically take the raspberry pi and HD with you (I mean, you could but it’s not terribly elegant) or are you talking about just setting it up to stream the music.

If your referring to streaming, is there a program you can recommend to easily stream it outside of you home network? I.e. access anywhere.