Looking for a good guide on getting this setup via docker and AD LDAP, any pointers?

Who’s your DNS provider? I use cloudflare and powershell script and hits their API. Works well

Same but powershell. Works like a charm runs every 5 minutes

I would get a domain name and use ddns to update your rotating IP. Then I would setup wireguard VPN in split tunnel and have your parents network tunnel back to your piholes for dns resolution.

I use cloudflare API for ddns updates but there are plenty of choices for that. If you’re using cloudflare for DNS just keep in mind you can’t proxy the DNS entry for the ip for your VPN host as CF only forwards traffic over certain ports and they are not configurable (on free plan anyway not sure about paid).

+1 for dst nat on googles dns servers back to my piholes

The error is telling you you already have something listening on port 80 so docker is unable to bind to 80 again until that is released. Try disabling nginx and apache as you stated.

You can run

netstat -pln

to show you what’s running on what port on your host is you want to verify

For infrastructure critical services I recommend reservations on the DHCP server and then set static assignment on the device for the IP reserved in DHCP. This way if the device ever fails over to DHCP for any reason the IP will not change. I’ll usually also leave some small address space outside the DHCP scope available for static assignment if needed, usually at the front and usually around 20 IPs max as it’s easier to let DHCP do the heavy lifting.

Static IPs are important on infra critical devices if you ever find yourself in a situation where the DHCP services are not available, you don’t want them to be a single point of failure.

Just my 2 cents.