diff --git a/ui/hud_overlay_clean.py b/ui/hud_overlay_clean.py
index bc3865d..8d507d0 100644
--- a/ui/hud_overlay_clean.py
+++ b/ui/hud_overlay_clean.py
@@ -113,7 +113,11 @@ class HUDStats:
     loot_other: Decimal = Decimal('0.0')  # Non-shrapnel loot
     
     # Session records
-    highest_loot: Decimal = Decimal('0.0')  # Highest single loot
+    highest_loot: Decimal = Decimal('0.0')  # Highest total loot from single kill
+    
+    # Kill tracking buffer
+    _current_kill_loot: Decimal = Decimal('0.0')
+    _last_loot_time: Optional[datetime] = None
     
     # Cost metrics (core)
     cost_per_shot: Decimal = Decimal('0.0')
@@ -669,6 +673,11 @@ class HUDOverlay(QWidget):
         self._stats.cost_per_shot = cost_per_shot
         self._stats.cost_per_hit = cost_per_hit
         self._stats.cost_per_heal = cost_per_heal
+        
+        # Initialize kill tracking
+        self._stats._current_kill_loot = Decimal('0.0')
+        self._stats._last_loot_time = None
+        
         self.session_active = True
 
         self._timer.start(1000)
@@ -682,6 +691,11 @@ class HUDOverlay(QWidget):
 
     def stop_session(self) -> None:
         """Stop the current session."""
+        # Check if current kill is highest before stopping
+        if self._stats._current_kill_loot > self._stats.highest_loot:
+            self._stats.highest_loot = self._stats._current_kill_loot
+        self._refresh_display()
+        
         self.session_active = False
         self._timer.stop()
         self.status_label.setText("● Stopped")
@@ -772,15 +786,34 @@ class HUDOverlay(QWidget):
     # === Public Update Methods ===
 
     def update_loot(self, value_ped: Decimal, is_shrapnel: bool = False):
-        """Update loot value."""
+        """Update loot value - tracks per-kill totals for highest loot."""
         if self.session_active:
+            now = datetime.now()
+            
+            # Check if this is a new kill (gap of >2 seconds since last loot)
+            if self._stats._last_loot_time is not None:
+                time_since_last = (now - self._stats._last_loot_time).total_seconds()
+                if time_since_last > 2.0:
+                    # Previous kill is complete, check if it was highest
+                    if self._stats._current_kill_loot > self._stats.highest_loot:
+                        self._stats.highest_loot = self._stats._current_kill_loot
+                    # Start new kill
+                    self._stats._current_kill_loot = value_ped
+                else:
+                    # Same kill, add to current
+                    self._stats._current_kill_loot += value_ped
+            else:
+                # First loot of session
+                self._stats._current_kill_loot = value_ped
+            
+            self._stats._last_loot_time = now
+            
+            # Add to totals
             if is_shrapnel:
                 self._stats.shrapnel_total += value_ped
             else:
                 self._stats.loot_other += value_ped
-            # Track highest single loot
-            if value_ped > self._stats.highest_loot:
-                self._stats.highest_loot = value_ped
+            
             self._stats.recalculate()
             self._refresh_display()