How to install and configure NGINX with Octopus Deploy

Published on: 2 Feb 2018 by: Shane

Hello deployers! Over the past few days I have learned a lot about configuring NGINX. I have configured a simple reverse proxy for two web applications and hope to never do it again. For the sake of my future self I have setup a project in Octopus to do the work. A configuration change, certificate expiry or deployment to another machine can be completed at the push of a button, rather than trying to remember all of the tweaking I have done over the past days. Here's how it works:

NGINX deployment process

Install NGINX

To use NGINX we must install NGINX. A simple bash script ensures that NGINX is installed:

sudo apt-get install --assume-yes nginx

Install site configurations

There are two configuration files that instruct NGINX how to forward requests to our web applications. They look something like:

server {
    listen 80; listen [::]:80;
    return 301 https://$host$request_uri;

server {
    listen 443 ssl http2;  listen [::]:443 ssl http2;

    ssl_protocols TLSv1 TLSv1.1 TLSv1.2;
    ssl on;
    ssl_certificate      /etc/ssl/octopus.crt;
    ssl_certificate_key  /etc/ssl/octopus.key;
    ssl_session_tickets off;
    ssl_prefer_server_ciphers on;

    http2_idle_timeout 5m; # up from 3m default

    location / {
        proxy_pass http://unix:/var/discourse/shared/standalone/nginx.http.sock:;
        proxy_set_header Host $http_host;
        proxy_http_version 1.1;
        proxy_set_header X-Forwarded-For $proxy_add_x_forwarded_for;
        proxy_set_header X-Forwarded-Proto https;

The files live in source control and get packaged up to be used by Octopus. This step copies the files to their destination in the sites-available NGINX configuration directory, and then creates a symbolic link in the sites-enabled directory. When NGINX start, it loads the configuration from the sites-enabled directory and starts forwarding requests to those sites. There is a post-deployment bash script that looks like:

sudo rm /etc/nginx/sites-enabled/*
sudo rm /etc/nginx/sites-available/*

sudo cp somewhere.nginx /etc/nginx/sites-available/somewhere
sudo ln -s /etc/nginx/sites-available/somewhere /etc/nginx/sites-enabled/somewhere

Install SSL certificate

Octopus has first class support for SSL certificates. This step copies the SSL certificate and key file to the location specified in the site configuration above (/etc/ssl). NGINX is expecting a PEM file for the key and a PEM file for the certificate. The certificate file must contain the entire certificate chain, that is the primary certificate and any intermediate certificates. To allow Octopus to provide the certificate in the correct format, I created a single PEM file with the primary certificate, intermediate certificates and private key. It looks something like:


The certificate is in the Octopus certificates library. The step has a variable called sslCert which references the library certificate. In the step, the variable is used to create the certificate and key files and then copy them to their respective locations in the /etc/ssl directory. Note that RawOriginal is used to maintain the certificate chain:

KEY=$(get_octopusvariable "sslCert.PrivateKeyPem")
echo "$KEY" > ssl.key
sudo mv ssl.key /etc/ssl/octopus.key

CERT=$(get_octopusvariable "sslCert.RawOriginal")
echo "$CERT" | base64 -d > ssl.crt
sudo mv ssl.crt  /etc/ssl/octopus.crt

Starting NGINX

Finally, it is time to start (or restart) NGINX. This step is a simple bash script to restart the NGINX service:

sudo service nginx restart


With a repeatable deployment process set up, I can now make changes to the configuration files or renew the certificate without having to spend hours relearning how to configure NGINX. One of my colleagues can pick up the project and see how NGINX has been configured so they can start contributing in minutes, rather than wading through documentation or trying to reverse engineer what I had done. Best of all, if the boss asks me to configure NGINX again I can just reuse my Octopus Deploy project and spend the rest of the day at the beach. Happy deployments!