diff --git a/apps/web/src/components/Sidebar.tsx b/apps/web/src/components/Sidebar.tsx
index ba36bb20947c..f1aa7185fc9d 100644
--- a/apps/web/src/components/Sidebar.tsx
+++ b/apps/web/src/components/Sidebar.tsx
@@ -712,7 +712,9 @@ const SidebarThreadRow = memo(function SidebarThreadRow(props: SidebarThreadRowP
                         : "text-muted-foreground/40"
                     }`}
                   >
-                    {formatRelativeTimeLabel(thread.updatedAt ?? thread.createdAt)}
+                    {formatRelativeTimeLabel(
+                      thread.latestUserMessageAt ?? thread.updatedAt ?? thread.createdAt,
+                    )}
                   </span>
                 )}
               </span>