diff --git a/backend/src/controllers/monthlyDrawController.js b/backend/src/controllers/monthlyDrawController.js
index bb797a6..598ee14 100644
--- a/backend/src/controllers/monthlyDrawController.js
+++ b/backend/src/controllers/monthlyDrawController.js
@@ -146,6 +146,16 @@ const createMonthlyDraw = async (req, res) => {
           message: 'Selected winner is not a member of this group'
         });
       }
+      
+      // Check if this member has already won
+      if (wonMemberIds.includes(winner_id)) {
+        return res.status(400).json({
+          success: false,
+          message: `${selectedWinner.User.full_name} has already won in a previous draw. Each member can only win once.`,
+          alreadyWon: true,
+          winnerName: selectedWinner.User.full_name
+        });
+      }
     } else {
       // Regular draw - provably fair random selection
       serverSeed = crypto.randomBytes(32).toString('hex');
diff --git a/luckychit/lib/interfaces/manager/add_past_draw_dialog.dart b/luckychit/lib/interfaces/manager/add_past_draw_dialog.dart
index 5c48b1a..d4cca9a 100644
--- a/luckychit/lib/interfaces/manager/add_past_draw_dialog.dart
+++ b/luckychit/lib/interfaces/manager/add_past_draw_dialog.dart
@@ -84,10 +84,22 @@ class _AddPastDrawDialogState extends State<AddPastDrawDialog> {
           );
           Get.back(result: true);
         } else {
-          SnackbarUtil.showError(
-            response['message'] ?? 'Failed to add draw',
-            title: 'Error',
-          );
+          // Check if it's a duplicate winner error
+          final isAlreadyWon = response['alreadyWon'] ?? false;
+          final winnerName = response['winnerName'] ?? '';
+          
+          if (isAlreadyWon && winnerName.isNotEmpty) {
+            SnackbarUtil.showError(
+              '$winnerName has already won in a previous draw.\nEach member can only win once.',
+              title: 'Duplicate Winner',
+              duration: const Duration(seconds: 4),
+            );
+          } else {
+            SnackbarUtil.showError(
+              response['message'] ?? 'Failed to add draw',
+              title: 'Error',
+            );
+          }
         }
       } catch (e) {
         SnackbarUtil.showError('Error: ${e.toString()}');
@@ -223,6 +235,10 @@ class _AddPastDrawDialogState extends State<AddPastDrawDialog> {
                           );
                         }
 
+                        // Get list of members who have already won
+                        final monthlyDraws = Get.find<ChitGroupService>().monthlyDraws;
+                        final winnerIds = monthlyDraws.map((draw) => draw.winnerId).where((id) => id != null).toSet();
+                        
                         return Container(
                           constraints: BoxConstraints(
                             maxHeight: 300.h, // Limit height for scrolling
@@ -237,10 +253,11 @@ class _AddPastDrawDialogState extends State<AddPastDrawDialog> {
                             itemBuilder: (context, index) {
                               final member = members[index];
                               final isSelected = member.userId == _selectedMemberId;
+                              final hasAlreadyWon = winnerIds.contains(member.userId);
                               final isLast = index == members.length - 1;
                               
                               return InkWell(
-                                onTap: () {
+                                onTap: hasAlreadyWon ? null : () {
                                   setState(() {
                                     _selectedMemberId = member.userId;
                                   });
@@ -255,7 +272,9 @@ class _AddPastDrawDialogState extends State<AddPastDrawDialog> {
                                     vertical: 14.h,
                                   ),
                                   decoration: BoxDecoration(
-                                    color: isSelected ? Colors.green.shade50 : null,
+                                    color: hasAlreadyWon 
+                                      ? Colors.grey.shade100 
+                                      : (isSelected ? Colors.green.shade50 : null),
                                     border: !isLast ? Border(
                                       bottom: BorderSide(color: Colors.grey.shade200),
                                     ) : null,
@@ -263,8 +282,12 @@ class _AddPastDrawDialogState extends State<AddPastDrawDialog> {
                                   child: Row(
                                     children: [
                                       Icon(
-                                        isSelected ? Icons.radio_button_checked : Icons.radio_button_unchecked,
-                                        color: isSelected ? Colors.green.shade600 : Colors.grey.shade400,
+                                        hasAlreadyWon 
+                                          ? Icons.block
+                                          : (isSelected ? Icons.radio_button_checked : Icons.radio_button_unchecked),
+                                        color: hasAlreadyWon 
+                                          ? Colors.grey.shade400 
+                                          : (isSelected ? Colors.green.shade600 : Colors.grey.shade400),
                                         size: 24.w,
                                       ),
                                       SizedBox(width: 12.w),
@@ -272,12 +295,40 @@ class _AddPastDrawDialogState extends State<AddPastDrawDialog> {
                                         child: Column(
                                           crossAxisAlignment: CrossAxisAlignment.start,
                                           children: [
-                                            Text(
-                                              member.user?.fullName ?? 'Unknown',
-                                              style: TextStyle(
-                                                fontSize: 16.sp,
-                                                fontWeight: isSelected ? FontWeight.w600 : FontWeight.normal,
-                                              ),
+                                            Row(
+                                              children: [
+                                                Expanded(
+                                                  child: Text(
+                                                    member.user?.fullName ?? 'Unknown',
+                                                    style: TextStyle(
+                                                      fontSize: 16.sp,
+                                                      fontWeight: isSelected ? FontWeight.w600 : FontWeight.normal,
+                                                      color: hasAlreadyWon ? Colors.grey.shade500 : null,
+                                                      decoration: hasAlreadyWon ? TextDecoration.lineThrough : null,
+                                                    ),
+                                                  ),
+                                                ),
+                                                if (hasAlreadyWon) ...[
+                                                  Container(
+                                                    padding: EdgeInsets.symmetric(
+                                                      horizontal: 6.w,
+                                                      vertical: 2.h,
+                                                    ),
+                                                    decoration: BoxDecoration(
+                                                      color: Colors.orange.shade100,
+                                                      borderRadius: BorderRadius.circular(4.r),
+                                                    ),
+                                                    child: Text(
+                                                      'Already Won',
+                                                      style: TextStyle(
+                                                        fontSize: 10.sp,
+                                                        color: Colors.orange.shade800,
+                                                        fontWeight: FontWeight.w600,
+                                                      ),
+                                                    ),
+                                                  ),
+                                                ],
+                                              ],
                                             ),
                                             if (member.user?.mobileNumber != null) ...[
                                               SizedBox(height: 2.h),
@@ -285,7 +336,7 @@ class _AddPastDrawDialogState extends State<AddPastDrawDialog> {
                                                 member.user!.mobileNumber,
                                                 style: TextStyle(
                                                   fontSize: 13.sp,
-                                                  color: Colors.grey.shade600,
+                                                  color: hasAlreadyWon ? Colors.grey.shade400 : Colors.grey.shade600,
                                                 ),
                                               ),
                                             ],