Running Plex in a Docker container is easy to set up, easy to run, and super easy to update.

I have a custom domain, and get free certificates from Let's Encrypt.

Since I already have a setup to automatically obtain/renew certificates from Let's Encrypt, I also wanted to get a certificate for my Plex install, so I can …

When running Plex in a Docker container, you can't actually upgrade/update the Docker image, but rather, you simply redeploy the container with a newer image.

My plex.yaml file:

version: '2'
services:
  plex:
    container_name: plex
    image: plexinc/pms-docker:latest
    restart: unless-stopped …

Installing Docker on Ubuntu 20.04

Update September 2025:

There is now a script provided by Docker.com to simplify the installation of Docker.

As with any script you download from the Internet, make sure you are aware of what the scipt does before running the script!

curl -fsSL https://get.docker.com -o get-docker.sh …

Upgrading Pi-hole is easy:

pihole -up

However, this doesn't work if you're running a Docker container.

docker exec -it pihole pihole -up
Function not supported in Docker images

To get Pi-hole Docker container upgraded, you have to force Docker to pull the latest Pi-hole version and redeploy the container.

docker pull …

Let's Encrypt will issue you free SSL certificates, but you have to verify you control the domain, before they issue the certificates.

The 2 major ways of proving control over the domain:

1. Create a specific page on your webserver that they can reach.
2. Create a temporary DNS TXT record.

I went with option #2, as my web …

I've been using Wireguard for a while when away from my house for a couple of reasons:

1. Access to my home network's servers, services, and resources.

2. Security, when accessing the internet via insecure wifi.

3. Ability to use my PiHole (DNS sinkhole).

It's been working great, but as with everything else, I wanted to …