Thanks for the suggestion. I followed that and it didn't solve the problem sadly.

I might have to switch, as much as I like the simplicity of Caddy, I keep running into issues like this unfortunately.

Anyone know how to get a self-hosted synapse server updated to support all this?

Yah if all you want is for your server to get internet and have it accessible on your LAN, one port is all you need.

Unless you're planning on virtualizing your router on the server (think OPNsense VM or something) then really only one ethernet port is required. Otherwise the sky is the limit. For example, mine has a 1 Gbps port, a 2.5gbps port, and two 10 Gbps ports.

Depends on what you want/need and whether you want to future proof I guess.

I would love a torrent leech account! I'm a power user with great upload ratios on public trackers and have yet to be able to get into a private one!

This looks very promising. Going to give this a shot and I'll let you know if it works! Thanks

Try using the local IP of the machine instead of localhost.

Your config looks good to me. I'm thinking you may have a permissions error with your media store folder. What permissions do you have set for it?

To me it sounds like you don't have a DHCP problem at all, the issue is no website can be resolved when your DNS is down (PiHole).

You really have two options:

1. Make sure the PiHole stays up 24/7, with minor downtime for maybe a reboot or an update.

or

2. Setup an additional raspberrypi with PiHole and use gravity-sync to keep them synced. Then, I would run ISC-DHCP server on both the raspberrypi's, one as the primary and the other as the secondary. That way you can specify both of your DNS servers. Make them authoritative and disable your routers DHCP. You can take a look at this guide:

https://stevendiver.com/2020/02/21/isc-dhcp-failover-configuration/

Personally, I like to keep the wife happy so I have option 2 at home, that way the internet never goes down when I tinker.

Edit: Didn't notice you said your router can't issue out two DNS servers. I've never heard of that.

They are not secure, unless you are using the secure message feature (if the person has a matrix account linked to their Lemmy account the option will be there and you can message them through matrix).

I can try and help, I have a lot of experience with the arr's, however I have no experience with the 423+ NAS. What OS are you running?