I currently have a jellyfin server on a rpi4 running raspbian (I think). I’m planning to migrate that to a Dell Wyse mini pc before I go on a month long trip. I would like to be able to ssh into it from outside my home and add movies and stuff. I have already setup ddns for the jellyfin server, so I only need for a way to add movies to it.

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You’ve gotten some good advice regarding VPNs, so I won’t go into that, but if you do decide to open SSH or any other port, I would encourage you to spend some time setting up a firewall to block incoming connections. I have several services on HTTPS open to the world, but my firewall only allows incoming connections from whitelisted IP ranges (basically just from my cell phone and my computer at work). The number of blocked incoming connections is staggering, and even if they’re not malicious, there is absolutely legitimate no reason for someone other than myself or the members of my household to be trying to access my network remotely.

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