diff --git a/src/modules/cmdpal/Microsoft.CmdPal.UI.ViewModels/Commands/MainListPage.cs b/src/modules/cmdpal/Microsoft.CmdPal.UI.ViewModels/Commands/MainListPage.cs
index 2489cd0817..2ee8f1e357 100644
--- a/src/modules/cmdpal/Microsoft.CmdPal.UI.ViewModels/Commands/MainListPage.cs
+++ b/src/modules/cmdpal/Microsoft.CmdPal.UI.ViewModels/Commands/MainListPage.cs
@@ -547,6 +547,15 @@ public partial class MainListPage : DynamicListPage,
         // above "git" from "whatever"
         max = max + extensionTitleMatch;
 
+        // Apply a penalty to fallback items so they rank below direct matches.
+        // Fallbacks that dynamically match queries (like RDP connections) should
+        // appear after apps and direct command matches.
+        if (isFallback && max > 1)
+        {
+            // Reduce fallback scores by 50% to prioritize direct matches
+            max = max * 0.5;
+        }
+
         var matchSomething = max
             + (isAliasMatch ? 9001 : (isAliasSubstringMatch ? 1 : 0));