diff --git a/backend/windmill-api/src/drafts.rs b/backend/windmill-api/src/drafts.rs
index 22d9c2ba74..b59b8035cd 100644
--- a/backend/windmill-api/src/drafts.rs
+++ b/backend/windmill-api/src/drafts.rs
@@ -862,7 +862,8 @@ async fn move_draft(
                 // both, so this is the other item's path, not a teammate's copy of this one.
                 format!(
                     "'{new_path}' holds another user's {occupant} draft, and an app and a raw \
-                     app cannot share a path."
+                     app cannot share a path. Pick another path, or ask them to move or \
+                     discard theirs."
                 )
             }
         } else {
diff --git a/frontend/src/lib/components/apps/editor/AppEditorHeader.svelte b/frontend/src/lib/components/apps/editor/AppEditorHeader.svelte
index 132463b4a1..89db46f3be 100644
--- a/frontend/src/lib/components/apps/editor/AppEditorHeader.svelte
+++ b/frontend/src/lib/components/apps/editor/AppEditorHeader.svelte
@@ -872,6 +872,7 @@
 			{setPublishState}
 			appPath={$appPath}
 			{onLatest}
+			{headUnknown}
 			{savedApp}
 			bind:summary={$summary}
 			bind:customPath
diff --git a/frontend/src/lib/components/apps/editor/AppEditorHeaderDeploy.svelte b/frontend/src/lib/components/apps/editor/AppEditorHeaderDeploy.svelte
index 836af68db6..108e21e042 100644
--- a/frontend/src/lib/components/apps/editor/AppEditorHeaderDeploy.svelte
+++ b/frontend/src/lib/components/apps/editor/AppEditorHeaderDeploy.svelte
@@ -35,6 +35,7 @@
 		appPath,
 		customPath = $bindable(),
 		onLatest,
+		headUnknown = false,
 		savedApp,
 		summary = $bindable(),
 		deploymentMsg = $bindable(),
@@ -54,6 +55,9 @@
 		appPath: string
 		customPath: string | undefined
 		onLatest: boolean
+		/** The comparison behind `onLatest` could not read the deployed head, so the warning
+		 *  is caution rather than an observed newer version. */
+		headUnknown?: boolean
 		savedApp: any
 		summary: string
 		deploymentMsg: string | undefined
@@ -239,8 +243,15 @@
 </script>
 
 {#if !onLatest}
-	<Alert title="You're not on the latest app version. " type="warning">
-		By deploying, you may overwrite changes made by other users. Press 'Deploy' to see diff.
+	<Alert
+		title={headUnknown
+			? 'Could not check the deployed version. '
+			: "You're not on the latest app version. "}
+		type="warning"
+	>
+		{headUnknown
+			? "Deploying may overwrite changes made by other users. Press 'Deploy' to see diff."
+			: "By deploying, you may overwrite changes made by other users. Press 'Deploy' to see diff."}
 	</Alert>
 	<div class="py-2"></div>
 {/if}
diff --git a/frontend/src/lib/components/raw_apps/RawAppEditorHeader.svelte b/frontend/src/lib/components/raw_apps/RawAppEditorHeader.svelte
index a52c9bd53f..baaaa8ee65 100644
--- a/frontend/src/lib/components/raw_apps/RawAppEditorHeader.svelte
+++ b/frontend/src/lib/components/raw_apps/RawAppEditorHeader.svelte
@@ -791,6 +791,7 @@
 			{setPublishState}
 			{appPath}
 			{onLatest}
+			{headUnknown}
 			{savedApp}
 			rawApp
 			operatingWorkspace={opWorkspace}