Depends on your current skill level and what equipment you have.
If you run Linux already it is dead easy, especially if you have a server.
I know you can host Plex on a Windows laptop so I'm sure you can probably host jellyfin as well.
It also depends on how you want to set it up. At its most basic, it's pretty easy. Download Plex or jellyfin then point it to the files you want to host and you are flying.
What sort of stuff are you running? Inventory and stock? Do you have any temperature control, gravity or production record keeping software?
I've been searching for brewery management software that I can self host. Currently just have odoo for invoicing.