diff --git a/docs/debug.md b/docs/debug.md
new file mode 100644
index 000000000..61bbe8269
--- /dev/null
+++ b/docs/debug.md
@@ -0,0 +1,193 @@
+# Debugging your setup
+
+The goal of this page is to provide a common set of tests that can be run to try to narrow down
+an issue with the container before you actually create a new issue for it. We see a lot of repeat
+business in the issues section and spending time answering questions for individual setups takes
+away from improving the container and making it more stable in the first place.
+
+This guide should be improved over time but can hopefully help you point out the most common errors
+and provide some pointers on how to proceed. A short summary of what you've tried should be added to
+the description if you can't figure out what's wrong with your setup and create an issue for it.
+
+## Introduction and assumptions
+
+I am going to assume that you have shell access to the host and that you can use `docker run`
+commands to test it. If you're a docker-compose user then you can make a similar setup in docker-compose.
+If you are using any of the NAS container orchestration UIs then you just have to mimic this behaviour
+as best you can. Note that you can ssh into the NAS and run commands directly.
+
+NOTE: The commands listed here uses the --rm flag which will remove the container from the host when it
+shuts down. And as we're not mounting any volumes here, your host system will not be altered from running
+any of these commands. If any command breaks with this principle it will be noted.
+
+## Checking that Docker works properly
+
+In order for this container to work you have to have a working Docker installation on your host.
+
+We'll begin very simple with this command that will print a welcome message if Docker is properly installed.
+```
+docker run --rm hello-world
+```
+
+Then we can try to run an alpine image, install curl and run curl to get your public IP.
+This verifies that Docker containers on your host has a working internet access
+and that they can look up hostnames with DNS.
+```
+docker run --rm -it alpine sh -c "apk add curl && curl ipecho.net/plain"
+```
+
+If you get an error with "Could not resolve host" then you have to look at the dns options in
+[the Docker run reference](https://docs.docker.com/engine/reference/run/#network-settings).
+
+Finally we will check that your Docker daemon runs with a bridge network as the default network driver.
+The following command runs an alpine container and prints it's iptable routes. It probably outputs two
+lines and one of them starts with `172.x.0.0/16 dev eth0` and the other one also references `172.x.0.1`.
+The 172 addresses are a sign that you're on a Docker bridge network. If your local IP like `192.168.x.y`
+shows up your container is running with host networking and the VPN container would affect the entire host
+instead of just affecting Transmission running within the container.
+```
+docker run --rm -it alpine ip r
+```
+
+If you have gotten any errors so far you have to refer to Docker documentation and other forums to get
+help getting Docker to work.
+
+## Try running the container with an invalid setup
+
+We'll keep this brief because it's not the most useful step, but you can actually verify a bit anyways.
+
+Run this command (even if PIA is not your provider) and do not insert your real username/password:
+```
+docker run --rm -it -e OPENVPN_PROVIDER=PIA -e OPENVPN_CONFIG=france -e OPENVPN_USERNAME=donald -e OPENVPN_PASSWORD=duck haugene/transmission-openvpn
+```
+
+At this point the commands are getting longer. I'll start breaking them up into lines using \ to escape the line
+breaks. For those that are new to shell commands; a \ at the end of the line will tell the shell to keep on
+reading as if it was on the same line. You can copy-paste this somewhere and put everythin on the same line
+and remove the \ characters if you want to. The same command then becomes:
+```
+docker run --rm -it \
+  -e OPENVPN_PROVIDER=PIA \
+  -e OPENVPN_CONFIG=france \
+  -e OPENVPN_USERNAME=donald \
+  -e OPENVPN_PASSWORD=duck \
+  haugene/transmission-openvpn
+```
+
+This command should fail and exit with three lines that look like this (I've trimmed it a bit):
+```
+Peer Connection Initiated with ...
+AUTH: Received control message: AUTH_FAILED
+SIGTERM[soft,auth-failure] received, process exiting
+```
+
+And this is not nothing. The container has made contact with the VPN server and they have agreed
+that you do not have provided correct authentication. So we're getting somewhere.
+
+## Running with a valid configuration
+
+Upgrading slightly from the last command we need to add our real provider, config and username/password.
+This is what the container needs to be able to connect to VPN. The config is not a mandatory option and
+all providers should have a default that is used if you don't set it. But I will set it here anyways as
+I think it's good to know where and what you're connecting to.
+
+The command is basically the same. I'm going to stick with PIA/france as I am a PIA user, but you should set
+one of the [supported providers](supported-providers.md) or provide your own config using the 
+[custom configuration option](supported-providers.md#using_a_custom_provider). Since I'm now expecting to connect
+successfully to my VPN provider I have to give the container elevated access to modify networking needed to
+establish a VPN tunnel. I'll add the `--cap-add=NET_ADMIN` and you can read more about
+that [here](https://docs.docker.com/engine/reference/run/#runtime-privilege-and-linux-capabilities).
+
+Also because I'm using PIA and they support port forwarding which is automatically configured in this 
+container I will disable that script for now. It's unnecessary at this point and I don't want to introduce
+more error sources than I have to.
+
+```
+docker run --rm -it --cap-add=NET_ADMIN \
+  -e OPENVPN_PROVIDER=PIA \
+  -e OPENVPN_CONFIG=france \
+  -e OPENVPN_USERNAME=username \
+  -e OPENVPN_PASSWORD=password \
+  -e DISABLE_PORT_UPDATER=true \
+  haugene/transmission-openvpn
+```
+
+The logs should be longer this time, and you should end up with `Initialization Sequence Completed` at the end.
+If you don't see this message then look through your logs for errors and see if you can find your error in the
+list in the [FAQ](faq.md). If the error is not easily understandable or listed in the FAQ, open a new issue on it.
+
+## Checking if Transmission is running
+
+We're continuing with the `docker run` command from the last example. Because we have not yet introduced the
+LOCAL_NETWORK variable you cannot access Transmission that is running in the container. We have not exposed
+any ports on your host either so Transmission is not reachable from outside of the container as of now.
+
+You don't need to expose Transmission outside of the container to contact it though. You can get another shell
+inside the same container that you are running and try to curl Transmission web ui from there.
+
+If this gets too complicated then you can skip to the next point, but please try to come back here
+if the next point fails. One thing is not being able to access Transmission which might be network related,
+but if Transmission is not running it's something else entirely.
+
+If you run `docker ps` you should get a list of all running docker containers. If the list is too long then
+you can ask for only transmission-openvpn containers with `docker ps --filter ancestor=haugene/transmission-openvpn`.
+
+Using the Container ID from that list you can run `docker exec -it <container-id> bash`.
+Once you're in the container run `curl localhost:9091` and you should expect to get
+`<h1>301: Moved Permanently</h1>` in return. This is because Transmission runs at /web/transmission and
+tries to redirect you there. It doesn't matter because you now see that Transmission is running and
+apparently doing well.
+
+## Accessing Transmission Web UI
+
+If you've come this far we hopefully will be able to connect to the Transmission Web UI from your browser.
+In order to do this we have to know what LAN IP your system is on. The reason for this is a bit complex and
+is described in the [VPN networking](vpn-networking.md) section. The short version is that OpenVPN need to
+be able to differentiate between what traffic to tunnel and what to let go. Since the VPN is running on
+the Docker bridge network it is not able to detect computers on your LAN as actually being local devices.
+
+We'll base ourselves on the command from the previous sections, but to access Transmission we need to
+expose the 9091 port to the host and tell the containers what IP ranges NOT to tunnel. Whatever you put
+in LOCAL_NETWORK will be trusted as a local network and traffic to those IPs will not be tunneled.
+Here we will assume that you're on one of the common 192.168.x.y subnets.
+
+The command then becomes:
+```
+docker run --rm -it --cap-add=NET_ADMIN \
+  -p 9091:9091 \
+  -e LOCAL_NETWORK=192.168.0.0/16 \
+  -e OPENVPN_PROVIDER=PIA \
+  -e OPENVPN_CONFIG=france \
+  -e OPENVPN_USERNAME=username \
+  -e OPENVPN_PASSWORD=password \
+  -e DISABLE_PORT_UPDATER=true \
+  haugene/transmission-openvpn
+```
+
+With any luck you should now be able to access Transmission at [http://localhost:9091](http://localhost:9091)
+or whatever server IP where you have started the container.
+
+NOTE: If you're trying to run this beside another container you can use `-p 9092:9091` to bind 9092
+on the host instead of 9091 and avoid port conflict.
+
+## Now what?
+
+If this guide has failed at some point then you should create an issue for it. Please add the command
+that you ran and the logs that was produced.
+
+If you're now able to access Transmission and it seems to work correctly then you should add a volume mount
+to the `/data` folder in the container. You'll then have a setup like what's shown on the
+[main GitHub page](https://github.com/haugene/docker-transmission-openvpn/) of this project.
+
+If you have another setup that does not work then you now have two versions to compare and maybe
+that will lead you to find the error in your old setup. If the setup is the same but this version works then
+the error is in your state. Transmission stores its state in /data/transmission-home by default and
+it might have gotten corrupt. One simple thing to try is to delete the settings.json file that is found here.
+We do mess with that file and we might have corrupted it. Apart from that we do not change anything within
+the Transmission folder and any issues should be asked in Transmission forums.
+
+## Conclusion
+
+I hope this has helped you to solve your problem or at least narrow down where it's coming from.
+If you have suggestions for improvements do not hesitate to create an issue or even better open
+a PR with your proposed changes.
\ No newline at end of file
diff --git a/docs/index.md b/docs/index.md
index 6ac886af9..32b09938a 100755
--- a/docs/index.md
+++ b/docs/index.md
@@ -49,7 +49,7 @@ could be wrong. So starting with number 1 is never a bad idea.
 ## Troubleshooting
 
 * [Frequently asked questions](faq.md)
-* Debugging your setup (coming)
+* [Debugging your setup](debug.md)
 * [Tips & Tricks](tips-tricks.md)
 
 ## Additional features
diff --git a/mkdocs.yml b/mkdocs.yml
index 1dc5c14df..3e2dcb17a 100644
--- a/mkdocs.yml
+++ b/mkdocs.yml
@@ -16,6 +16,7 @@ nav:
    - 'Provider specific settings': 'provider-specific.md'
    - 'Configuration options': 'config-options.md'
    - 'Frequently asked questions': 'faq.md'
+   - 'Debug your setup': 'debug.md'
    - 'Tips & Tricks': 'tips-tricks.md'
    - 'RSS plugin': 'rss-plugin.md'
    - 'Web Proxy': 'web-proxy.md'
diff --git a/transmission/start.sh b/transmission/start.sh
index fb60063d4..1d47ef9e2 100755
--- a/transmission/start.sh
+++ b/transmission/start.sh
@@ -75,7 +75,7 @@ exec su --preserve-environment ${RUN_AS} -s /bin/bash -c "/usr/bin/transmission-
 # Configure port forwarding if applicable
 if [[ -x /etc/openvpn/${OPENVPN_PROVIDER,,}/update-port.sh && -z $DISABLE_PORT_UPDATER ]]; then
     echo "Provider ${OPENVPN_PROVIDER^^} has a script for automatic port forwarding. Will run it now."
-    echo "If you want to disable this, set environment variable DISABLE_PORT_UPDATER=yes"
+    echo "If you want to disable this, set environment variable DISABLE_PORT_UPDATER=true"
     exec /etc/openvpn/${OPENVPN_PROVIDER,,}/update-port.sh &
 fi