diff --git a/src/Main_Class.ahk b/src/Main_Class.ahk
index 5e9c985..92487ca 100644
--- a/src/Main_Class.ahk
+++ b/src/Main_Class.ahk
@@ -56,6 +56,7 @@
     CharacterNameOverlayDragging := false  ; Flag for drag state
     CharacterNameOverlayOffsetX := 0  ; Drag offset X
     CharacterNameOverlayOffsetY := 0  ; Drag offset Y
+    CharacterGroupPositions := Map()  ; Track last known positions: groupName -> characterName -> index
 
     __New() { 
 
@@ -132,6 +133,9 @@
         This.BorderActive := 0
         This.ClientsInCharScreen := Map()
         
+        ; Initialize character group positions from loaded groups
+        This.InitializeCharacterGroupPositions()
+        
         ; Create character name overlay
         This.CreateCharacterNameOverlay()
 
@@ -1259,6 +1263,9 @@
         if (!IsObject(This.Hotkey_Groups[targetGroupName]["Characters"]))
             This.Hotkey_Groups[targetGroupName]["Characters"] := []
         
+        if (!This.CharacterGroupPositions.Has(targetGroupName))
+            This.CharacterGroupPositions[targetGroupName] := Map()
+        
         alreadyInGroup := false
         removeIndex := 0
         for index, charName in This.Hotkey_Groups[targetGroupName]["Characters"] {
@@ -1270,13 +1277,24 @@
         }
         
         if (!alreadyInGroup) {
-            This.Hotkey_Groups[targetGroupName]["Characters"].Push(currentTitle)
+            previousIndex := This.CharacterGroupPositions[targetGroupName].Has(currentTitle) ? This.CharacterGroupPositions[targetGroupName][currentTitle] : -1
+            currentLength := This.Hotkey_Groups[targetGroupName]["Characters"].Length
+            
+            if (previousIndex >= 1 && previousIndex <= currentLength) {
+                This.Hotkey_Groups[targetGroupName]["Characters"].InsertAt(previousIndex, currentTitle)
+            } else {
+                This.Hotkey_Groups[targetGroupName]["Characters"].Push(currentTitle)
+                previousIndex := This.Hotkey_Groups[targetGroupName]["Characters"].Length
+            }
+            
+            This.CharacterGroupPositions[targetGroupName][currentTitle] := previousIndex
             SetTimer(This.Save_Settings_Delay_Timer, -200)
             This.NeedRestart := 1
             ToolTip("Added " currentTitle " to group")
             SetTimer(() => ToolTip(), -1500)
             This.UpdateCharacterNameOverlay()
         } else {
+            This.CharacterGroupPositions[targetGroupName][currentTitle] := removeIndex
             This.Hotkey_Groups[targetGroupName]["Characters"].RemoveAt(removeIndex)
             SetTimer(This.Save_Settings_Delay_Timer, -200)
             This.NeedRestart := 1
@@ -1286,6 +1304,23 @@
         }
     }
     
+    InitializeCharacterGroupPositions() {
+        if (!IsObject(This.Hotkey_Groups) || This.Hotkey_Groups.Count = 0)
+            return
+        
+        for groupName, groupData in This.Hotkey_Groups {
+            if (!IsObject(groupData["Characters"]))
+                continue
+            
+            if (!This.CharacterGroupPositions.Has(groupName))
+                This.CharacterGroupPositions[groupName] := Map()
+            
+            for index, charName in groupData["Characters"] {
+                This.CharacterGroupPositions[groupName][charName] := index
+            }
+        }
+    }
+    
     IsCharacterInGroup(charName) {
         if (!IsObject(This.Hotkey_Groups) || This.Hotkey_Groups.Count = 0)
             return false