diff --git a/src/AxCopilot/Views/ChatWindow.xaml b/src/AxCopilot/Views/ChatWindow.xaml
index d4170e9..08bfba0 100644
--- a/src/AxCopilot/Views/ChatWindow.xaml
+++ b/src/AxCopilot/Views/ChatWindow.xaml
@@ -38,7 +38,7 @@
                         </Border>
                         <ControlTemplate.Triggers>
                             <Trigger Property="IsMouseOver" Value="True">
-                                <Setter TargetName="Bd" Property="Background" Value="#15FFFFFF"/>
+                                <Setter TargetName="Bd" Property="Background" Value="{DynamicResource ItemHoverBackground}"/>
                                 <Setter TargetName="Bd" Property="Opacity" Value="0.85"/>
                             </Trigger>
                             <Trigger Property="IsEnabled" Value="False">
@@ -72,7 +72,7 @@
                             <!-- IsChecked를 뒤에 두어 호버보다 선택 상태가 항상 우선 적용 -->
                             <Trigger Property="IsChecked" Value="True">
                                 <Setter TargetName="Bd" Property="Background" Value="{DynamicResource ItemSelectedBackground}"/>
-                                <Setter Property="Foreground" Value="White"/>
+                                <Setter Property="Foreground" Value="{DynamicResource PrimaryText}"/>
                                 <Setter Property="FontWeight" Value="Bold"/>
                             </Trigger>
                             <Trigger Property="IsEnabled" Value="False">
@@ -102,7 +102,7 @@
                         </Border>
                         <ControlTemplate.Triggers>
                             <Trigger Property="IsMouseOver" Value="True">
-                                <Setter TargetName="Bd" Property="Background" Value="#10FFFFFF"/>
+                                <Setter TargetName="Bd" Property="Background" Value="{DynamicResource ItemHoverBackground}"/>
                             </Trigger>
                             <Trigger Property="IsEnabled" Value="False">
                                 <Setter Property="Opacity" Value="0.35"/>
@@ -395,11 +395,12 @@
                                 </Grid>
                                 <Border x:Name="ConversationStatusStrip" Visibility="Collapsed"
                                         Margin="10,0,0,0" Padding="8,2"
-                                        CornerRadius="8" Background="#1A0F766E"
-                                        BorderBrush="#330F766E" BorderThickness="1">
+                                        CornerRadius="8"
+                                        Background="{DynamicResource HintBackground}"
+                                        BorderBrush="{DynamicResource BorderColor}" BorderThickness="1">
                                     <TextBlock x:Name="ConversationStatusStripLabel" Text=""
                                                FontSize="10" FontWeight="SemiBold"
-                                               Foreground="#0F766E"
+                                               Foreground="{DynamicResource AccentColor}"
                                                VerticalAlignment="Center"/>
                                 </Border>
                             </StackPanel>
@@ -467,7 +468,7 @@
                                    VerticalAlignment="Center" TextTrimming="CharacterEllipsis"
                                    MaxWidth="300" Margin="0,0,12,0"/>
                         <!-- 프로그레스 바 -->
-                        <Border Grid.Column="2" CornerRadius="3" Background="#15FFFFFF"
+                        <Border Grid.Column="2" CornerRadius="3" Background="{DynamicResource ItemHoverBackground}"
                                 Height="6" VerticalAlignment="Center" Margin="0,0,12,0">
                             <Border x:Name="ProgressFill" CornerRadius="3" HorizontalAlignment="Left"
                                     Width="0" Background="{DynamicResource AccentColor}"/>
@@ -783,14 +784,16 @@
                         Panel.ZIndex="20"
                         HorizontalAlignment="Center" VerticalAlignment="Bottom"
                         Margin="0,0,0,16"
-                        Background="#E0202030" CornerRadius="20"
+                        Background="{DynamicResource ItemBackground}"
+                        BorderBrush="{DynamicResource BorderColor}" BorderThickness="1"
+                        CornerRadius="20"
                         Padding="16,8,16,8" Opacity="0"
                         IsHitTestVisible="False">
                     <StackPanel Orientation="Horizontal">
                         <TextBlock x:Name="ToastIcon" Text="&#xE73E;" FontFamily="Segoe MDL2 Assets" FontSize="12"
-                                   Foreground="#78E08F" VerticalAlignment="Center" Margin="0,0,6,0"/>
+                                   Foreground="{DynamicResource AccentColor}" VerticalAlignment="Center" Margin="0,0,6,0"/>
                         <TextBlock x:Name="ToastText" Text="" FontSize="12"
-                                   Foreground="White" VerticalAlignment="Center"/>
+                                   Foreground="{DynamicResource PrimaryText}" VerticalAlignment="Center"/>
                     </StackPanel>
                 </Border>
 
@@ -1092,21 +1095,19 @@
                                                 HorizontalAlignment="Left" VerticalAlignment="Top"
                                                 Margin="10,7,0,0" Visibility="Collapsed"
                                                 CornerRadius="7" Padding="8,3,4,3"
+                                                Background="{DynamicResource ItemHoverBackground}"
                                                 IsHitTestVisible="True">
-                                            <Border.Background>
-                                                <SolidColorBrush Color="#4B5EFC" Opacity="0.13"/>
-                                            </Border.Background>
                                             <StackPanel Orientation="Horizontal">
                                                 <TextBlock x:Name="SlashChipText"
                                                            FontSize="12.5" FontWeight="SemiBold"
-                                                           Foreground="#4B5EFC"
+                                                           Foreground="{DynamicResource AccentColor}"
                                                            VerticalAlignment="Center"/>
                                                 <Border x:Name="SlashChipClose" Cursor="Hand"
                                                         Padding="4,0,2,0" Margin="2,0,0,0"
                                                         VerticalAlignment="Center">
                                                     <TextBlock Text="&#xE711;"
                                                                FontFamily="Segoe MDL2 Assets"
-                                                               FontSize="8" Foreground="#4B5EFC"/>
+                                                               FontSize="8" Foreground="{DynamicResource AccentColor}"/>
                                                 </Border>
                                             </StackPanel>
                                         </Border>
@@ -1135,13 +1136,13 @@
                                     <Border x:Name="BtnPause" Grid.Column="3"
                                             Width="32" Height="32" Margin="0,0,2,0"
                                             CornerRadius="8" Cursor="Hand"
-                                            Background="#18D97706" Visibility="Collapsed"
+                                            Background="{DynamicResource ItemHoverBackground}" Visibility="Collapsed"
                                             VerticalAlignment="Bottom"
                                             MouseLeftButtonUp="BtnPause_Click"
                                             ToolTip="일시정지 / 재개">
                                         <TextBlock x:Name="PauseIcon" Text="&#xE769;"
                                                    FontFamily="Segoe MDL2 Assets" FontSize="12"
-                                                   Foreground="#D97706"
+                                                   Foreground="{DynamicResource AccentColor}"
                                                    HorizontalAlignment="Center" VerticalAlignment="Center"/>
                                     </Border>
 
@@ -1167,7 +1168,7 @@
                                             VerticalAlignment="Bottom">
                                         <Button.Template>
                                             <ControlTemplate TargetType="Button">
-                                                <Border x:Name="Bd" Background="#111827"
+                                                <Border x:Name="Bd" Background="{DynamicResource AccentColor}"
                                                         CornerRadius="20">
                                                     <TextBlock Text="&#xE724;" FontFamily="Segoe MDL2 Assets"
                                                                FontSize="13" Foreground="White"
@@ -1329,7 +1330,7 @@
                             <RowDefinition Height="*"/>
                         </Grid.RowDefinitions>
                         <!-- 툴바 -->
-                        <Border Grid.Row="0" Background="#08FFFFFF" Padding="8,4">
+                        <Border Grid.Row="0" Background="{DynamicResource HintBackground}" Padding="8,4">
                             <Grid>
                                 <StackPanel Orientation="Horizontal" HorizontalAlignment="Left">
                                     <TextBlock Text="&#xED25;" FontFamily="Segoe MDL2 Assets" FontSize="12"
@@ -1391,14 +1392,14 @@
                                     VerticalAlignment="Center">
                             <Border x:Name="RuntimeActivityBadge" Visibility="Collapsed"
                                     CornerRadius="4" Padding="5,2" Margin="0,0,8,0"
-                                    Background="#1A0F766E" ToolTip="현재 실행 중인 작업"
+                                    Background="{DynamicResource HintBackground}" ToolTip="현재 실행 중인 작업"
                                     Cursor="Hand"
                                     MouseLeftButtonUp="RuntimeTaskSummary_Click">
                                 <StackPanel Orientation="Horizontal">
                                     <TextBlock Text="&#xE945;" FontFamily="Segoe MDL2 Assets" FontSize="10"
-                                               Foreground="#0F766E" VerticalAlignment="Center" Margin="0,0,4,0"/>
+                                               Foreground="{DynamicResource AccentColor}" VerticalAlignment="Center" Margin="0,0,4,0"/>
                                     <TextBlock x:Name="RuntimeActivityLabel" Text="실행 중 0"
-                                               FontSize="10" Foreground="#0F766E"
+                                               FontSize="10" Foreground="{DynamicResource AccentColor}"
                                                VerticalAlignment="Center"/>
                                 </StackPanel>
                             </Border>
@@ -1427,24 +1428,24 @@
                             </Button>
                             <Border x:Name="SubAgentIndicator" Visibility="Collapsed"
                                     CornerRadius="4" Padding="5,2" Margin="0,0,8,0"
-                                    Background="#1A2563EB" ToolTip="실행 중인 서브에이전트">
+                                    Background="{DynamicResource HintBackground}" ToolTip="실행 중인 서브에이전트">
                                 <StackPanel Orientation="Horizontal">
                                     <TextBlock Text="&#xE945;" FontFamily="Segoe MDL2 Assets" FontSize="10"
-                                               Foreground="#2563EB" VerticalAlignment="Center" Margin="0,0,4,0"/>
+                                               Foreground="{DynamicResource AccentColor}" VerticalAlignment="Center" Margin="0,0,4,0"/>
                                     <TextBlock x:Name="SubAgentIndicatorLabel" Text="서브에이전트 0"
-                                               FontSize="10" Foreground="#2563EB"
+                                               FontSize="10" Foreground="{DynamicResource AccentColor}"
                                                VerticalAlignment="Center"/>
                                 </StackPanel>
                             </Border>
                             <!-- 워크플로우 분석기 열기 버튼 (개발자 모드) -->
                             <Border x:Name="BtnShowAnalyzer" Visibility="Collapsed"
                                     CornerRadius="4" Padding="5,2" Margin="0,0,8,0"
-                                    Background="#1A7C3AED" Cursor="Hand" ToolTip="워크플로우 분석기"
+                                    Background="{DynamicResource HintBackground}" Cursor="Hand" ToolTip="워크플로우 분석기"
                                     MouseLeftButtonUp="BtnShowAnalyzer_Click">
                                 <StackPanel Orientation="Horizontal">
                                     <TextBlock Text="&#xE9D9;" FontFamily="Segoe MDL2 Assets" FontSize="10"
-                                               Foreground="#7C3AED" VerticalAlignment="Center" Margin="0,0,4,0"/>
-                                    <TextBlock Text="분석기" FontSize="10" Foreground="#7C3AED"
+                                               Foreground="{DynamicResource AccentColor}" VerticalAlignment="Center" Margin="0,0,4,0"/>
+                                    <TextBlock Text="분석기" FontSize="10" Foreground="{DynamicResource AccentColor}"
                                                VerticalAlignment="Center"/>
                                 </StackPanel>
                             </Border>
@@ -1478,7 +1479,7 @@
                     BorderThickness="1,0,0,0">
                 <DockPanel LastChildFill="True">
                     <!-- 탭 바 + 도구 버튼 (DockPanel.Top — WebView2 위에 독립 레이어) -->
-                    <Border DockPanel.Dock="Top" Background="#0AFFFFFF"
+                    <Border DockPanel.Dock="Top" Background="{DynamicResource HintBackground}"
                             BorderBrush="{DynamicResource BorderColor}" BorderThickness="0,0,0,1"
                             Padding="0" Panel.ZIndex="10" Focusable="True"
                             PreviewMouseDown="PreviewTabBar_PreviewMouseDown">
@@ -1518,9 +1519,9 @@
                         <DataGrid x:Name="PreviewDataGrid" Visibility="Collapsed"
                                   AutoGenerateColumns="True" IsReadOnly="True"
                                   HeadersVisibility="Column" GridLinesVisibility="All"
-                                  Background="Transparent" Foreground="White"
+                                  Background="Transparent" Foreground="{DynamicResource PrimaryText}"
                                   BorderThickness="0" CanUserAddRows="False"
-                                  RowBackground="#0AFFFFFF" AlternatingRowBackground="#15FFFFFF"
+                                  RowBackground="{DynamicResource HintBackground}" AlternatingRowBackground="{DynamicResource ItemHoverBackground}"
                                   ColumnHeaderHeight="30" RowHeight="28" FontSize="11.5"/>
                         <TextBlock x:Name="PreviewEmpty" Text="미리보기할 파일이 없습니다"
                                    HorizontalAlignment="Center" VerticalAlignment="Center"
diff --git a/src/AxCopilot/Views/ChatWindow.xaml.cs b/src/AxCopilot/Views/ChatWindow.xaml.cs
index 94870af..31f058e 100644
--- a/src/AxCopilot/Views/ChatWindow.xaml.cs
+++ b/src/AxCopilot/Views/ChatWindow.xaml.cs
@@ -1085,47 +1085,120 @@ public partial class ChatWindow : Window
         SkillService.ActivateConditionalSkillsForPaths(_attachedFiles, cwd);
     }
 
-    /// <summary>테마에 맞는 ContextMenu를 생성합니다.</summary>
-    private ContextMenu CreateThemedContextMenu()
+    private Popup? _sharedContextPopup;
+
+    private (Popup Popup, StackPanel Panel) CreateThemedPopupMenu(
+        UIElement? placementTarget = null,
+        PlacementMode placement = PlacementMode.MousePoint,
+        double minWidth = 200)
     {
-        var bg = TryFindResource("LauncherBackground") as Brush ?? new SolidColorBrush(Color.FromRgb(0x1E, 0x1E, 0x2E));
+        _sharedContextPopup?.SetCurrentValue(Popup.IsOpenProperty, false);
+
+        var bg = TryFindResource("LauncherBackground") as Brush ?? Brushes.White;
         var border = TryFindResource("BorderColor") as Brush ?? Brushes.Gray;
-        return new ContextMenu
+        var panel = new StackPanel { Margin = new Thickness(2) };
+        var container = new Border
         {
             Background = bg,
             BorderBrush = border,
             BorderThickness = new Thickness(1),
-            Padding = new Thickness(4),
+            CornerRadius = new CornerRadius(10),
+            Padding = new Thickness(6),
+            MinWidth = minWidth,
+            Child = panel,
+            Effect = new System.Windows.Media.Effects.DropShadowEffect
+            {
+                BlurRadius = 16,
+                ShadowDepth = 3,
+                Opacity = 0.18,
+                Color = Colors.Black,
+                Direction = 270,
+            },
         };
+
+        var popup = new Popup
+        {
+            Child = container,
+            StaysOpen = false,
+            AllowsTransparency = true,
+            PopupAnimation = PopupAnimation.Fade,
+            Placement = placement,
+            PlacementTarget = placementTarget,
+        };
+
+        _sharedContextPopup = popup;
+        return (popup, panel);
+    }
+
+    private Border CreatePopupMenuItem(
+        Popup popup,
+        string icon,
+        string label,
+        Brush iconBrush,
+        Brush labelBrush,
+        Brush hoverBrush,
+        Action action)
+    {
+        var sp = new StackPanel { Orientation = Orientation.Horizontal };
+        sp.Children.Add(new TextBlock
+        {
+            Text = icon,
+            FontFamily = new FontFamily("Segoe MDL2 Assets"),
+            FontSize = 12.5,
+            Foreground = iconBrush,
+            VerticalAlignment = VerticalAlignment.Center,
+            Margin = new Thickness(0, 0, 9, 0),
+        });
+        sp.Children.Add(new TextBlock
+        {
+            Text = label,
+            FontSize = 12.5,
+            Foreground = labelBrush,
+            VerticalAlignment = VerticalAlignment.Center,
+        });
+
+        var item = new Border
+        {
+            Child = sp,
+            Background = Brushes.Transparent,
+            CornerRadius = new CornerRadius(8),
+            Cursor = Cursors.Hand,
+            Padding = new Thickness(10, 7, 12, 7),
+            Margin = new Thickness(0, 1, 0, 1),
+        };
+        item.MouseEnter += (s, _) => { if (s is Border b) b.Background = hoverBrush; };
+        item.MouseLeave += (s, _) => { if (s is Border b) b.Background = Brushes.Transparent; };
+        item.MouseLeftButtonUp += (_, _) =>
+        {
+            popup.SetCurrentValue(Popup.IsOpenProperty, false);
+            action();
+        };
+
+        return item;
+    }
+
+    private static void AddPopupMenuSeparator(Panel panel, Brush brush)
+    {
+        panel.Children.Add(new Border
+        {
+            Height = 1,
+            Margin = new Thickness(10, 4, 10, 4),
+            Background = brush,
+            Opacity = 0.35,
+        });
     }
 
     /// <summary>최근 폴더 항목 우클릭 컨텍스트 메뉴를 표시합니다.</summary>
     private void ShowRecentFolderContextMenu(string folderPath)
     {
-        var menu = CreateThemedContextMenu();
         var primaryText = TryFindResource("PrimaryText") as Brush ?? Brushes.White;
         var secondaryText = TryFindResource("SecondaryText") as Brush ?? Brushes.Gray;
+        var borderBrush = TryFindResource("BorderColor") as Brush ?? Brushes.Gray;
+        var hoverBg = TryFindResource("ItemHoverBackground") as Brush ?? Brushes.Transparent;
+        var warningBrush = new SolidColorBrush(Color.FromRgb(0xEF, 0x44, 0x44));
+        var (popup, panel) = CreateThemedPopupMenu();
 
-        void AddItem(string icon, string label, Action action)
-        {
-            var sp = new StackPanel { Orientation = Orientation.Horizontal };
-            sp.Children.Add(new TextBlock
-            {
-                Text = icon, FontFamily = new FontFamily("Segoe MDL2 Assets"),
-                FontSize = 12, Foreground = secondaryText,
-                VerticalAlignment = VerticalAlignment.Center, Margin = new Thickness(0, 0, 8, 0),
-            });
-            sp.Children.Add(new TextBlock
-            {
-                Text = label, FontSize = 12, Foreground = primaryText,
-                VerticalAlignment = VerticalAlignment.Center,
-            });
-            var mi = new MenuItem { Header = sp, Padding = new Thickness(8, 6, 16, 6) };
-            mi.Click += (_, _) => action();
-            menu.Items.Add(mi);
-        }
-
-        AddItem("\uED25", "폴더 열기", () =>
+        panel.Children.Add(CreatePopupMenuItem(popup, "\uED25", "폴더 열기", secondaryText, primaryText, hoverBg, () =>
         {
             try
             {
@@ -1136,16 +1209,16 @@ public partial class ChatWindow : Window
                 });
             }
             catch { }
-        });
+        }));
 
-        AddItem("\uE8C8", "경로 복사", () =>
+        panel.Children.Add(CreatePopupMenuItem(popup, "\uE8C8", "경로 복사", secondaryText, primaryText, hoverBg, () =>
         {
             try { Clipboard.SetText(folderPath); } catch { }
-        });
+        }));
 
-        menu.Items.Add(new Separator());
+        AddPopupMenuSeparator(panel, borderBrush);
 
-        AddItem("\uE74D", "목록에서 삭제", () =>
+        panel.Children.Add(CreatePopupMenuItem(popup, "\uE74D", "목록에서 삭제", warningBrush, warningBrush, hoverBg, () =>
         {
             _settings.Settings.Llm.RecentWorkFolders.RemoveAll(
                 p => p.Equals(folderPath, StringComparison.OrdinalIgnoreCase));
@@ -1153,9 +1226,9 @@ public partial class ChatWindow : Window
             // 메뉴 새로고침
             if (FolderMenuPopup.IsOpen)
                 ShowFolderMenu();
-        });
+        }));
 
-        menu.IsOpen = true;
+        Dispatcher.BeginInvoke(() => { popup.IsOpen = true; }, DispatcherPriority.Input);
     }
 
     private void BtnFolderClear_Click(object sender, RoutedEventArgs e)
@@ -8582,43 +8655,27 @@ public partial class ChatWindow : Window
 
     private void ShowMessageContextMenu(string content, string role)
     {
-        var menu = CreateThemedContextMenu();
         var primaryText = TryFindResource("PrimaryText") as Brush ?? Brushes.White;
         var secondaryText = TryFindResource("SecondaryText") as Brush ?? Brushes.Gray;
-
-        void AddItem(string icon, string label, Action action)
-        {
-            var sp = new StackPanel { Orientation = Orientation.Horizontal };
-            sp.Children.Add(new TextBlock
-            {
-                Text = icon, FontFamily = new FontFamily("Segoe MDL2 Assets"),
-                FontSize = 12, Foreground = secondaryText,
-                VerticalAlignment = VerticalAlignment.Center, Margin = new Thickness(0, 0, 8, 0),
-            });
-            sp.Children.Add(new TextBlock
-            {
-                Text = label, FontSize = 12, Foreground = primaryText,
-                VerticalAlignment = VerticalAlignment.Center,
-            });
-            var mi = new MenuItem { Header = sp, Padding = new Thickness(8, 6, 16, 6) };
-            mi.Click += (_, _) => action();
-            menu.Items.Add(mi);
-        }
+        var borderBrush = TryFindResource("BorderColor") as Brush ?? Brushes.Gray;
+        var hoverBg = TryFindResource("ItemHoverBackground") as Brush ?? Brushes.Transparent;
+        var dangerBrush = new SolidColorBrush(Color.FromRgb(0xEF, 0x44, 0x44));
+        var (popup, panel) = CreateThemedPopupMenu();
 
         // 복사
-        AddItem("\uE8C8", "텍스트 복사", () =>
+        panel.Children.Add(CreatePopupMenuItem(popup, "\uE8C8", "텍스트 복사", secondaryText, primaryText, hoverBg, () =>
         {
             try { Clipboard.SetText(content); ShowToast("복사되었습니다"); } catch { }
-        });
+        }));
 
         // 마크다운 복사
-        AddItem("\uE943", "마크다운 복사", () =>
+        panel.Children.Add(CreatePopupMenuItem(popup, "\uE943", "마크다운 복사", secondaryText, primaryText, hoverBg, () =>
         {
             try { Clipboard.SetText(content); ShowToast("마크다운으로 복사됨"); } catch { }
-        });
+        }));
 
         // 인용하여 답장
-        AddItem("\uE97A", "인용하여 답장", () =>
+        panel.Children.Add(CreatePopupMenuItem(popup, "\uE97A", "인용하여 답장", secondaryText, primaryText, hoverBg, () =>
         {
             var quote = content.Length > 200 ? content[..200] + "..." : content;
             var lines = quote.Split('\n');
@@ -8626,18 +8683,18 @@ public partial class ChatWindow : Window
             InputBox.Text = quoted + "\n\n";
             InputBox.Focus();
             InputBox.CaretIndex = InputBox.Text.Length;
-        });
+        }));
 
-        menu.Items.Add(new Separator());
+        AddPopupMenuSeparator(panel, borderBrush);
 
         // 재생성 (AI 응답만)
         if (role == "assistant")
         {
-            AddItem("\uE72C", "응답 재생성", () => _ = RegenerateLastAsync());
+            panel.Children.Add(CreatePopupMenuItem(popup, "\uE72C", "응답 재생성", secondaryText, primaryText, hoverBg, () => _ = RegenerateLastAsync()));
         }
 
         // 대화 분기 (Fork)
-        AddItem("\uE8A5", "여기서 분기", () =>
+        panel.Children.Add(CreatePopupMenuItem(popup, "\uE8A5", "여기서 분기", secondaryText, primaryText, hoverBg, () =>
         {
             ChatConversation? conv;
             lock (_convLock) conv = _currentConversation;
@@ -8647,14 +8704,14 @@ public partial class ChatWindow : Window
             if (idx < 0) return;
 
             ForkConversation(conv, idx);
-        });
+        }));
 
-        menu.Items.Add(new Separator());
+        AddPopupMenuSeparator(panel, borderBrush);
 
         // 이후 메시지 모두 삭제
         var msgContent = content;
         var msgRole = role;
-        AddItem("\uE74D", "이후 메시지 모두 삭제", () =>
+        panel.Children.Add(CreatePopupMenuItem(popup, "\uE74D", "이후 메시지 모두 삭제", dangerBrush, dangerBrush, hoverBg, () =>
         {
             ChatConversation? conv;
             lock (_convLock) conv = _currentConversation;
@@ -8664,7 +8721,7 @@ public partial class ChatWindow : Window
             if (idx < 0) return;
 
             var removeCount = conv.Messages.Count - idx;
-            if (MessageBox.Show($"이 메시지 포함 {removeCount}개 메시지를 삭제하시겠습니까?",
+            if (CustomMessageBox.Show($"이 메시지 포함 {removeCount}개 메시지를 삭제하시겠습니까?",
                     "메시지 삭제", MessageBoxButton.YesNo, MessageBoxImage.Warning) != MessageBoxResult.Yes)
                 return;
 
@@ -8672,9 +8729,9 @@ public partial class ChatWindow : Window
             try { _storage.Save(conv); } catch (Exception ex) { Services.LogService.Debug($"대화 저장 실패: {ex.Message}"); }
             RenderMessages();
             ShowToast($"{removeCount}개 메시지 삭제됨");
-        });
+        }));
 
-        menu.IsOpen = true;
+        Dispatcher.BeginInvoke(() => { popup.IsOpen = true; }, DispatcherPriority.Input);
     }
 
     // ─── 팁 알림 ──────────────────────────────────────────────────────
@@ -11667,7 +11724,7 @@ public partial class ChatWindow : Window
         // 삭제
         AddItem("\uE74D", "삭제", () =>
         {
-            var result = MessageBox.Show(
+            var result = CustomMessageBox.Show(
                 $"파일을 삭제하시겠습니까?\n{System.IO.Path.GetFileName(filePath)}",
                 "파일 삭제 확인", MessageBoxButton.YesNo, MessageBoxImage.Warning);
             if (result == MessageBoxResult.Yes)