You can configure caddy to use 80 and be a reverse proxy for both the services, serving one site or the other depending on the name (you will need a second DNS entry pointing to the same IP). about not exposing 443, I really doubt that caddy can automatically retrieve SSL certificates for you if not running on the default port. Check the documentation, if I’m right either you open an empty website on 443 just for the sake of getting SSL certs to run https, and manually configure the other port to do the same, or you get the certificates manually using the DNS verification (check let’s encrypt documentation) and configure caddy to use them.

NAS are essentially small computers made for connecting a lot of storage and with a fancy OS that can be configured with a browser.

So the real question between the NAS or a custom build is how much time do you want to spend being a sysadmin. NAS mostly work out of the box, you can configure them to autoupdate and get notification only when something important happens. While with a custom build everything is completely on your own. Are you already familiar with some linux distribution? How much do you want to learn?

Once you answer the previous question, the next is about the power. To store files on the network you don’t need any big CPU, on the contrary, you may want something small that doesn’t cost too much in electricity. But you mentioned you want to stream video. If you need transcoding (because you have a chromcast that wants only video in a specific format for example) you need something more powerful. If you stream only to computer there is no need for transcoding because they can digest any format, so anything will work.

After this you need to decide how much space you need, and what type. NMVE are faster, but spinning HD were still more reliable (and cheaper per TB) last time I checked. Also, do you want some kind of raid? RAID1 is the bare minimum to protect you from a disk failure, but you need twice as much disks to store the same amount of data. RAID5 is more efficient but you need at least 3 disks. Said so, remember that RAID is not backup. You still need a backup for important stuff.

My honest suggestion is to start experimenting with your raspberry and see what you need. Likely it will fit already most of your needs, just attach an external HD and configure samba shares. I don’t do any automated backup, but I know that syncthing and Syncthing-Fork are very widely used tools. On linux you can very easily use rsync in a crontab.

If you want an operating system that offers you an out of the box experience more similar to a commercial NAS you can check FreeNAS. I personally started with a QNAP and have been happy for years, but after starting self hosting some stuff I wanted more flexibility so I decided to change to a TerraMaster where I installed a plain Debian and I’m happy with it, but it definitely requires more knowledge and patience to configure and administrate it.

You cannot install addons from the UI, but you can manually install them. Addons are just Docker containers that get configured automatically.

FAT32 doesn’t support unix file permission, so when you mount the disk linux has to assign a default ownership which usually is to root. And this is the issue you are facing.

You confused the disk permission with the filesystem permission. The udev rule you wrote gives you permission to write the disk (in other words, you can format it or rewrite the whole content) but doesn’t give you permission on the files stored inside because they are on a higher abstraction level.

If you use this computer in interactive mode (in other words if you usually sit in front of it and plug the disk on demand) my suggestion is to remove that line in /etc/fstab and let the ubuntu desktop environment mounting the external hard drive for the current logged in user.

If you use this computer as a server with the USB disk always connected (likely since you mention Jellyfin) you need to modify the fstab line to specify which user should get permission on the files written on the disk.

You can see the full list of options at https://www.kernel.org/doc/Documentation/filesystems/vfat.txt

You either want uid=Mongostein (assuming that’s your username on your computer too) to assign to yourself the ownership of all the files, or umask=000 to give everyone all the permissions to the files and directories while ownership will remain to root. You should prefer the second option if jellifin runs as a different user, while the first one is better if there are other users on your computer which shouldn’t access your external disk.

To summarize, the line in /etc/fstab should be one of these two.

LABEL=drivename /mnt/drivename/ auto rw,user,exec,nofail,x-gvfs-show,dev,auto,umask=000 0 0

LABEL=drivename /mnt/drivename/ auto rw,user,exec,nofail,x-gvfs-show,dev,auto,uid=Mongostein 0 0

There is no need to add a udev rule to make the device writeble by your user. If you have a full Ubuntu setup the external drive should appear in Nautilus as soon as you attach it and it can be mounted and umounted from UI.

if it doesn’t work you can add a line te /etc/fstab like

/dev/sdb1 /mnt/mydisk noauto,user,uid=yourname 0 0

duble check the man page for the right sintax (I’m going by memory), but what you are saying here is that any user can mount this device which shouldn’t be mount automatically on boot, and files there are owned by the user “yourname” The issue with this approach is that the device name changes depending on what you have connected, Udev should also add some symlink which contains the device ID so it is more stable.