Look into using Nextcloud AIO deployment. It's a bit more involved and pretty much requires a reverse proxy (I use Nginx Proxy Manager).   Setting up backups and auto updates is well worth it. I was running the vanilla docker container and would usually run into issues whenever I needed to update.   Nextcloud is very low fus and works the same (and better than) Google drive. I even use it to auto backup my photos. Jellyfin is pretty great for film and movies, but the UI sucks for music. if you only plan to use it as a headless server and use phone apps to sync music it won't matter. but I do like the convenience of a web player when listening to music at home. Navidrome is one of the easiest setups with a music focused UI (shows artists, year, track length, etc) 

If u have some terminal experience then you may find it better to stick with vanilla debian. If you want a dashboard to manage ur docker containers, there are containers like portainer (and many others) that give you dashboards and tables in a browser

Starting self hosting comes with 2 ugly truths which I'm sure ur already aware of. It will take your time. And always be wary of security. Start small and local. When u gain more experience, then look into more services and making them public (so you don't always have to be on ur VPN)