Hey selfhosters.
I have a question about starting self hosting; I have run Jellyfin on an old MacBook for a bit and wanna dip more than a toe into the self host pool. Are there any guides out there you’d recommend for actual, complete beginners who knows nothing but wants to learn?
I’ve searched a lot but it feels like they’re pretty advanced for beginners. Is it just a really sharp learning curve to this, or am I not finding the good ones?
Edit: To clarify what level I’m really, truly at: I run the Jellyfin server on regular macOS and have an external 5TB drive connected via usb. That’s it.


Quick question to the Linux inside the VM; I came across suggestions for a “headless” server, which, if I understood correctly, means no GUI. Is it better to get straight into that, or install a Linux with GUI and use the CLI from that?
Good question.
A GUI will be easier to get into - you can use a gui file browser app to learn the layout of the file system, you can use a GUI text editor to change config files, that sort of thing. It’ll mean you can do a few basic things intuitively which will be less intimidating. So from a maintaining momentum and morale point of view it might be best to have a GUI initially even though you have to learn all the cli stuff eventually anyway and you’ll most likely be running a headless server on real hardware eventually.
Alright, thank you. This will be the first step. Debian in a VM, full GUI to learn all the basics.
Genuinely, I really appreciate the guidance here, I really want to learn to be as independent as possible tech wise and I’m really excited to get started with this.