OpenMediaVault VS docker-cloudflare-ddns

You might want to consider the previously mentioned MergerFS and SnapRAID, or MDADM and LVM for your setup. OpenMediaVault [https://www.openmediavault.org/ is a solid choice in this regard. Additionally, if you're planning to run something like Proxmox, you could look into deploying Starwind CVM on top of it. Pretty much like in this guide: https://www.starwindsoftware.com/resource-library/starwind-virtual-san-vsan-configuration-guide-for-proxmox-vsan-deployed-as-a-controller-virtual-machine-cvm/ .

You would better to install OMV instead. It's a ready to use fileserver solution with web interface.

So I'm working on a similar setup with an ancient desktop my in-laws were getting rid of. I installed OpenMediaVault directly to the hard drive (it's so old that I assume it wouldn't work too well as a hypervisor), with a 4TB external HDD attached. OMV supports Docker by means of a plug-in and I'm running a Jellyfin container with no issues at all. I'm still manually downloading everything to the HDD but *arr containers are my next step, as well as setting up a gluetun container to route all that through a VPN.

That is possible (it's automated to a certain extent). It also depends on the NAS OS. Unraid, for example, can work with drives of different sizes while using the largest one for parity. TrueNAS uses ZFS so you won't be able to just add a drive to your RAIDZ and expand it. There's also openmediavault: https://www.openmediavault.org/ that uses Linux Software RAID and you can add a new drive there but you can't combine drives of different sizes. And there's also Starwinds NAS that supports both Linux Software RAID and ZFS: https://www.starwindsoftware.com/san-and-nas. Plus, I would avoid SMR drives in RAID: https://nascompares.com/answer/list-of-wd-cmr-and-smr-hard-drives-hdd/

I'd put it like that: if you have a spare PC, then it's definitely worth trying. I would also look into openmediavault (minimal RAM needs): https://www.openmediavault.org/ and Starwinds NAS (supports both ZFS and Linux software RAID): https://www.starwindsoftware.com/san-and-nas

https://github.com/oznu/docker-cloudflare-ddns has been archived and perhaps one should avoid it. You will not receive any updates in the future.

That container was last built Mar 21 2020. Looks like this is the source code.

I've seen the cloudflare-ddns solutions on github here and here but it doesn't look like it'd work for my intended use case. Do you know any software that can be selfhosted that allows for that?

Something like CloudFlare ddns docker container will check your external IP every minute or so and automatically update if required

I hate noip. They spam my email and I have to remember to confirm my domain every month or it gets deleted. I just switched to this with cloudflare and its so much better.

Cloudflare DDNS

I've used this in the past: https://hub.docker.com/r/oznu/cloudflare-ddns/

Cloudflare is a nice option.