diff --git a/includes/points_helper.php b/includes/points_helper.php
index 08a9553..79ea22b 100644
--- a/includes/points_helper.php
+++ b/includes/points_helper.php
@@ -25,13 +25,18 @@ function awardPoints($username, $pointsToAdd) {
 
     // Check level up
     $milestones = [100, 500, 1000, 2500, 5000, 10000];
+    $highestLevelReached = 0;
+    $highestThreshold = 0;
     foreach ($milestones as $level => $threshold) {
         if ($oldPoints < $threshold && $newPoints >= $threshold) {
-            $levelNumber = $level + 1;
-            announceLevelUp($username, $levelNumber, $threshold);
-            break; // Only announce the highest level reached if jumping multiple
+            $highestLevelReached = $level + 1;
+            $highestThreshold = $threshold;
         }
     }
+    
+    if ($highestLevelReached > 0) {
+        announceLevelUp($username, $highestLevelReached, $highestThreshold);
+    }
 
     return $newPoints;
 }