diff --git a/frontend/src/Settings/General/UpdateSettings.js b/frontend/src/Settings/General/UpdateSettings.js
index cd03ce2a3..f0a620167 100644
--- a/frontend/src/Settings/General/UpdateSettings.js
+++ b/frontend/src/Settings/General/UpdateSettings.js
@@ -91,6 +91,7 @@ function UpdateSettings(props) {
                 type={inputTypes.CHECK}
                 name="updateAutomatically"
                 helpText={translate('UpdateAutomaticallyHelpText')}
+                helpTextWarning={updateMechanism.value === 'docker' ? translate('AutomaticUpdatesDisabledDocker', { appName: 'Readarr' }) : undefined}
                 onChange={onInputChange}
                 {...updateAutomatically}
               />
diff --git a/src/NzbDrone.Common/Extensions/PathExtensions.cs b/src/NzbDrone.Common/Extensions/PathExtensions.cs
index cf5b1e3b7..166d160bb 100644
--- a/src/NzbDrone.Common/Extensions/PathExtensions.cs
+++ b/src/NzbDrone.Common/Extensions/PathExtensions.cs
@@ -140,7 +140,7 @@ public static bool IsParentPath(this string parentPath, string childPath)
 
         public static bool IsPathValid(this string path, PathValidationType validationType)
         {
-            if (path.ContainsInvalidPathChars() || string.IsNullOrWhiteSpace(path))
+            if (string.IsNullOrWhiteSpace(path) || path.ContainsInvalidPathChars())
             {
                 return false;
             }
diff --git a/src/NzbDrone.Core/Localization/Core/en.json b/src/NzbDrone.Core/Localization/Core/en.json
index ef5ffc76c..01b15bfe1 100644
--- a/src/NzbDrone.Core/Localization/Core/en.json
+++ b/src/NzbDrone.Core/Localization/Core/en.json
@@ -63,6 +63,7 @@
   "AutoUnmonitorPreviouslyDownloadedBooksHelpText": "Books deleted from disk are automatically unmonitored in Readarr",
   "Automatic": "Automatic",
   "AutomaticAdd": "Automatic Add",
+  "AutomaticUpdatesDisabledDocker": "Automatic updates are not directly supported when using the Docker update mechanism. You will need to update the container image outside of {appName} or use a script",
   "AutomaticallySwitchEdition": "Automatically Switch Edition",
   "Backup": "Backup",
   "BackupFolderHelpText": "Relative paths will be under Readarr's AppData directory",