diff --git a/guides/troubleshooting/registry.md b/guides/troubleshooting/registry.md
new file mode 100644
index 000000000..70cfdb99b
--- /dev/null
+++ b/guides/troubleshooting/registry.md
@@ -0,0 +1,61 @@
+---
+title: Image registry troubleshooting
+description: Learn how to resolve issues connecting to an image registry.
+---
+
+When configuring Coder to use a local image registry in an air-gapped network,
+you may encounter an error similar to the following:
+
+```console
+An error occurred while submitting
+
+unable to ping registry for 'new transport: Get "https://registry-url.org": x509:
+certificate signed by unknown authority
+```
+
+## Why this happens
+
+The local registry you are configuring is expecting a valid certificate to
+authenticate the connection with Coder. You will receive this error if:
+
+- You do not have a certificate
+configured
+- There is an issue with the certificate itself
+
+> Coder uses Docker's Registry 2.0 implementation, which supports self-signed
+> certificates and assumes that the protocol you're using will be HTTPS.
+
+## Troubleshooting steps
+
+- If you haven't created the local registry, and you haven't generated the
+  self-signed certificate, [please see our
+  documentation](../../setup/air-gapped/infrastructure.md) on setting these up.
+
+- Check to see if your `registry.crt` file is stored in the correct location on
+  each of your Kubernetes nodes. Depending upon your Linux distribution and
+  container runtime, it may be in any of the following locations:
+
+  ```console
+  /usr/local/share/ca-certificates/registry.crt
+  /etc/docker/certs.d/${REGISTRY_DOMAIN_NAME}/ca.crt
+  /etc/ssl/certs/registry.crt
+  /etc/pki/tls/registry.crt
+  ```
+
+- If your cluster uses `containerd`, ensure the following patch has been applied
+  to the `/etc/containerd/config.toml` file:
+
+  ```console
+  [plugins."io.containerd.grpc.v1.cri".registry.configs."$REGISTRY_DOMAIN_NAME".tls]
+    insecure_skip_verify = true
+  ```
+
+Ensure that you've created the self-signed certificate secret in your Kubernetes
+cluster:
+
+  ```console
+  kubectl -n coder get secret local-registry-cert -o yaml
+  ```
+
+If none of these steps resolve the issue, please [contact
+us](https://coder.com/contact) for further support.
diff --git a/manifest.json b/manifest.json
index 97bf42005..f7926caf6 100644
--- a/manifest.json
+++ b/manifest.json
@@ -359,10 +359,13 @@
           "navigable": false,
           "children": [
             {
-              "path": "./guides/troubleshooting/inotify-watch-limits.md"
+              "path": "./guides/troubleshooting/docker-problems.md"
             },
             {
-              "path": "./guides/troubleshooting/docker-problems.md"
+              "path": "./guides/troubleshooting/registry.md"
+            },
+            {
+              "path": "./guides/troubleshooting/inotify-watch-limits.md"
             }
           ]
         }
diff --git a/setup/air-gapped/infrastructure.md b/setup/air-gapped/infrastructure.md
index 2d940f454..9d4afa4ee 100644
--- a/setup/air-gapped/infrastructure.md
+++ b/setup/air-gapped/infrastructure.md
@@ -54,7 +54,7 @@ docker run -d -p 443:5000 \
 
 ## Configuring the Kubernetes Node
 
-Before the Kubernetes node can accept run local images, it needs to consider the
+Before the Kubernetes node can accept local images, it needs to consider the
 new `registry.crt` file as trusted. The specific locations and methods to store
 and trust the certificate vary depending on the Linux distribution and the
 container runtime, but here is a partial list to help you get started: