diff --git a/home/dot_local/bin/executable_install-program b/home/dot_local/bin/executable_install-program
index 1f4c1457..6fc7d2bd 100644
--- a/home/dot_local/bin/executable_install-program
+++ b/home/dot_local/bin/executable_install-program
@@ -1774,12 +1774,22 @@ async function installPlugins(pluginData) {
     for (const plugin of pluginData.plugins) {
       try {
         const pluginCmd = pluginData.cmd.replace(/{PLUGIN}/g, plugin)
-        runCommand(`Installing ${pluginData.package} plugin - ${plugin}`, pluginCmd)
-        log('success', 'Plugin', `Successfully installed ${pluginData.package} plugin - ${plugin}`)
+        const pluginWhen = pluginData.when
+        try {
+          if (pluginWhen) {
+            runCommand(`Checking when condition for ${pluginData.package} plugin - ${plugin}`, pluginWhen)
+          }
+          runCommand(`Installing ${pluginData.package} plugin - ${plugin}`, pluginCmd)
+          log('success', 'Plugin', `Successfully installed ${pluginData.package} plugin - ${plugin}`)
+        } catch (e) {
+          log('info', 'Plugin', `Failed to install ${pluginData.package} plugin - ${plugin}`)
+          console.error(e)
+        }
       } catch (e) {
-        log('error', 'Plugin', `Failed to install ${pluginData.package} plugin - ${plugin}`)
+        log('error', 'Plugin', `Failed to install ${pluginData.package} plugin - ${plugin`)
         console.error(e)
       }
+
     }
   }
   if (pluginData.update) {
diff --git a/software.yml b/software.yml
index c82875a9..86976b89 100644
--- a/software.yml
+++ b/software.yml
@@ -10798,6 +10798,7 @@ softwarePlugins:
       - redhatdeveloper/openshift-dd-ext
       - snyk/snyk-docker-desktop-extension
       - tailscale/docker-extension:1.0.0
+    when: docker extension &>2 /dev/null
   dockerImages:
     cmd: null
     plugins: