diff --git a/changes/changelog.d/2050.doc b/changes/changelog.d/2050.doc
new file mode 100644
index 000000000..f452eefb0
--- /dev/null
+++ b/changes/changelog.d/2050.doc
@@ -0,0 +1 @@
+Added Nginx regeneration instructions to Debian update guide (#2050)
diff --git a/docs/administrator/upgrade/debian.md b/docs/administrator/upgrade/debian.md
index b7e14c745..b7fba957e 100644
--- a/docs/administrator/upgrade/debian.md
+++ b/docs/administrator/upgrade/debian.md
@@ -31,9 +31,48 @@ If you installed Funkwhale following the [Debian guide](../installation/debian.m
    ```
 
 2. Follow the [Download Funkwhale](../installation/debian.md#3-download-funkwhale) instructions in the installation guide.
-
 3. Follow the [Install the Funkwhale API](../installation/debian.md#4-install-the-funkwhale-api) instructions in the installation guide.
 
+
+## Update your reverse proxy configuration
+
+To ensure your reverse proxy is up-to-date with changes, you should regenerate your Nginx configuration with each upgrade. To do this:
+
+1. Log in to a root shell to make changes to the config files
+
+   ```console
+   $ sudo su
+   ```
+
+2. Download the new Nginx templates from Funkwhale
+
+   ```console
+   # curl -L -o /etc/nginx/funkwhale_proxy.conf "https://dev.funkwhale.audio/funkwhale/funkwhale/raw/$FUNKWHALE_VERSION/deploy/funkwhale_proxy.conf"
+   # curl -L -o /etc/nginx/sites-available/funkwhale.template "https://dev.funkwhale.audio/funkwhale/funkwhale/raw/$FUNKWHALE_VERSION/deploy/nginx.template"
+   ```
+
+3. Update the Nginx configuration with details from your {file}`.env` file
+
+   ```console
+   # set -a && source /srv/funkwhale/config/.env && set +a
+   envsubst "`env | awk -F = '{printf \" $%s\", $$1}'`" \
+      < /etc/nginx/sites-available/funkwhale.template \
+      > /etc/nginx/sites-available/funkwhale.conf
+   ```
+
+4. Check the configuration file to make sure the template values have been updated properly
+
+   ```console
+   # grep '${' /etc/nginx/sites-enabled/funkwhale.conf
+   ```
+
+5. Restart Nginx
+
+   ```console
+   # systemctl restart nginx
+   ```
+
+
 ## Update your Funkwhale instance
 
 Once you have downloaded the new files, you can update your Funkwhale instance. To do this: