diff --git a/Intersect.Client.Core/Interface/Game/GuildWindow.cs b/Intersect.Client.Core/Interface/Game/GuildWindow.cs
index 10c820fb33..f7887fa846 100644
--- a/Intersect.Client.Core/Interface/Game/GuildWindow.cs
+++ b/Intersect.Client.Core/Interface/Game/GuildWindow.cs
@@ -28,8 +28,8 @@ partial class GuildWindow : Window
     private readonly MenuItem _kickOption;
     private readonly MenuItem _transferOption;
 
-    private readonly bool _addButtonUsed;
-    private readonly bool _addPopupButtonUsed;
+    private bool _addButtonUsed;
+    private bool _addPopupButtonUsed;
     private GuildMember? _selectedMember;
 
     public GuildWindow(Canvas gameCanvas) : base(gameCanvas, Globals.Me?.Guild, false, nameof(GuildWindow))
@@ -53,9 +53,10 @@ public GuildWindow(Canvas gameCanvas) : base(gameCanvas, Globals.Me?.Guild, fals
         };
         _buttonAdd.Clicked += (s, e) =>
         {
-            if (_textboxSearch.Text.Trim().Length >= 3)
+            var searchText = _textboxSearch.Text?.Trim();
+            if (searchText is { Length: >=3 })
             {
-                PacketSender.SendInviteGuild(_textboxSearch.Text);
+                PacketSender.SendInviteGuild(searchText);
             }
         };
 
@@ -161,9 +162,6 @@ public GuildWindow(Canvas gameCanvas) : base(gameCanvas, Globals.Me?.Guild, fals
         _transferOption.Clicked += transferOption_Clicked;
 
         #endregion
-
-        _addButtonUsed = !_buttonAdd.IsHidden;
-        _addPopupButtonUsed = !_buttonAddPopup.IsHidden;
     }
 
     protected override void EnsureInitialized()
@@ -172,6 +170,9 @@ protected override void EnsureInitialized()
 
         _contextMenu.LoadJsonUi(GameContentManager.UI.InGame, Graphics.Renderer?.GetResolutionString());
         LoadJsonUi(GameContentManager.UI.InGame, Graphics.Renderer?.GetResolutionString());
+
+        _addButtonUsed = !_buttonAdd.IsHidden;
+        _addPopupButtonUsed = !_buttonAddPopup.IsHidden;
     }
 
     //Methods
@@ -448,7 +449,7 @@ private void transferOption_Clicked(Base sender, MouseButtonState arguments)
 
         _ = new InputBox(
             Strings.Guilds.TransferTitle,
-            Strings.Guilds.TransferPrompt.ToString(_selectedMember?.Name, rank.Title, Globals.Me?.Guild),
+            Strings.Guilds.TransferToMemberPrompt.ToString(_selectedMember?.Name, rank.Title, Globals.Me?.Guild),
             InputType.TextInput,
             userData: _selectedMember,
             onSubmit: (sender, args) =>
diff --git a/Intersect.Client.Core/Interface/Game/QuestsWindow.cs b/Intersect.Client.Core/Interface/Game/QuestsWindow.cs
index aff5578e81..94e4c0f0cb 100644
--- a/Intersect.Client.Core/Interface/Game/QuestsWindow.cs
+++ b/Intersect.Client.Core/Interface/Game/QuestsWindow.cs
@@ -16,24 +16,24 @@ namespace Intersect.Client.Interface.Game;
 public partial class QuestsWindow
 {
 
-    private Button mBackButton;
+    private readonly Button mBackButton;
 
-    private ScrollControl mQuestDescArea;
+    private readonly ScrollControl mQuestDescArea;
 
-    private RichLabel mQuestDescLabel;
+    private readonly RichLabel mQuestDescLabel;
 
-    private Label mQuestDescTemplateLabel;
+    private readonly Label mQuestDescTemplateLabel;
 
-    private ListBox mQuestList;
+    private readonly ListBox _questList;
 
-    private Label mQuestStatus;
+    private readonly Label mQuestStatus;
 
     //Controls
-    private WindowControl mQuestsWindow;
+    private readonly WindowControl mQuestsWindow;
 
-    private Label mQuestTitle;
+    private readonly Label mQuestTitle;
 
-    private Button mQuitButton;
+    private readonly Button mQuitButton;
 
     private QuestBase mSelectedQuest;
 
@@ -43,8 +43,8 @@ public QuestsWindow(Canvas gameCanvas)
         mQuestsWindow = new WindowControl(gameCanvas, Strings.QuestLog.Title, false, "QuestsWindow");
         mQuestsWindow.DisableResizing();
 
-        mQuestList = new ListBox(mQuestsWindow, "QuestList");
-        mQuestList.EnableScroll(false, true);
+        _questList = new ListBox(mQuestsWindow, "QuestList");
+        _questList.EnableScroll(false, true);
 
         mQuestTitle = new Label(mQuestsWindow, "QuestTitle");
         mQuestTitle.SetText("");
@@ -67,6 +67,10 @@ public QuestsWindow(Canvas gameCanvas)
         mQuitButton.Clicked += _quitButton_Clicked;
 
         mQuestsWindow.LoadJsonUi(GameContentManager.UI.InGame, Graphics.Renderer.GetResolutionString());
+
+        // Override stupid decisions in the JSON
+        _questList.IsDisabled = false;
+        _questList.IsVisible = true;
     }
 
     private void _quitButton_Clicked(Base sender, MouseButtonState arguments)
@@ -168,7 +172,7 @@ private void UpdateInternal(bool shouldUpdateList)
 
     private void UpdateQuestList()
     {
-        mQuestList.RemoveAllRows();
+        _questList.RemoveAllRows();
         if (Globals.Me != null)
         {
             var quests = QuestBase.Lookup.Values;
@@ -272,7 +276,7 @@ private void AddQuestToDict(Dictionary<string, List<Tuple<QuestBase, int, Color>
 
     private void AddQuestToList(string name, Color clr, Guid questId, bool indented = true)
     {
-        var item = mQuestList.AddRow((indented ? "\t\t\t" : "") + name);
+        var item = _questList.AddRow((indented ? "\t\t\t" : "") + name);
         item.UserData = questId;
         item.Clicked += QuestListItem_Clicked;
         item.Selected += Item_Selected;
@@ -282,7 +286,7 @@ private void AddQuestToList(string name, Color clr, Guid questId, bool indented
 
     private void AddCategoryToList(string name, Color clr)
     {
-        var item = mQuestList.AddRow(name);
+        var item = _questList.AddRow(name);
         item.MouseInputEnabled = false;
         item.SetTextColor(clr);
         item.RenderColor = new Color(0, 255, 255, 255);
@@ -290,27 +294,31 @@ private void AddCategoryToList(string name, Color clr)
 
     private void Item_Selected(Base sender, ItemSelectedEventArgs arguments)
     {
-        mQuestList.UnselectAll();
+        _questList.UnselectAll();
     }
 
     private void QuestListItem_Clicked(Base sender, MouseButtonState arguments)
     {
-        var questNum = (Guid) ((ListBoxRow) sender).UserData;
-        var quest = QuestBase.Get(questNum);
-        if (quest != null)
+        if (sender.UserData is not Guid questId)
         {
-            mSelectedQuest = quest;
-            UpdateSelectedQuest();
+            return;
+        }
+
+        if (!QuestBase.TryGet(questId, out var questDescriptor))
+        {
+            _questList.UnselectAll();
+            return;
         }
 
-        mQuestList.UnselectAll();
+        mSelectedQuest = questDescriptor;
+        UpdateSelectedQuest();
     }
 
     private void UpdateSelectedQuest()
     {
         if (mSelectedQuest == null)
         {
-            mQuestList.Show();
+            _questList.Show();
             mQuestTitle.Hide();
             mQuestDescArea.Hide();
             mQuestStatus.Hide();
@@ -418,7 +426,7 @@ private void UpdateSelectedQuest()
                 }
             }
 
-            mQuestList.Hide();
+            _questList.Hide();
             mQuestTitle.IsHidden = false;
             mQuestTitle.Text = mSelectedQuest.Name;
             mQuestDescArea.IsHidden = false;
diff --git a/Intersect.Client.Core/Interface/Shared/InputBox.cs b/Intersect.Client.Core/Interface/Shared/InputBox.cs
index 65d0078334..a465680e5d 100644
--- a/Intersect.Client.Core/Interface/Shared/InputBox.cs
+++ b/Intersect.Client.Core/Interface/Shared/InputBox.cs
@@ -61,13 +61,15 @@ private InvalidOperationException CreateInvalidInputTypeException() =>
             Dock = Pos.Fill,
         };
 
-        var promptLabel = new Label(inputPanel, name: nameof(_promptLabel))
+        var promptScroller = new ScrollControl(inputPanel, name: nameof(_promptScroller))
+        {
+            Dock = Pos.Fill,
+        };
+
+        var promptLabel = new RichLabel(promptScroller, name: nameof(_promptLabel))
         {
-            AutoSizeToContents = false,
             Dock = Pos.Fill,
             Font = _defaultFont,
-            TextAlign = Pos.CenterH,
-            WrappingBehavior = WrappingBehavior.Wrapped,
         };
 
         var buttonsPanel = new Panel(this, name: nameof(_buttonPanel))
@@ -103,13 +105,15 @@ private void OkayButtonOnClicked(Base @base, MouseButtonState mouseButtonState)
             Dock = Pos.Fill,
         };
 
-        var promptLabel = new Label(inputPanel, name: nameof(_promptLabel))
+        var promptScroller = new ScrollControl(inputPanel, name: nameof(_promptScroller))
+        {
+            Dock = Pos.Fill,
+        };
+
+        var promptLabel = new RichLabel(promptScroller, name: nameof(_promptLabel))
         {
-            AutoSizeToContents = false,
             Dock = Pos.Fill,
             Font = _defaultFont,
-            TextAlign = Pos.CenterH,
-            WrappingBehavior = WrappingBehavior.Wrapped,
         };
 
         var buttonsPanel = new Panel(this, name: nameof(_buttonPanel))
@@ -151,13 +155,15 @@ private void OkayButtonOnClicked(Base @base, MouseButtonState mouseButtonState)
             Dock = Pos.Fill,
         };
 
-        var promptLabel = new Label(inputPanel, name: nameof(_promptLabel))
+        var promptScroller = new ScrollControl(inputPanel, name: nameof(_promptScroller))
+        {
+            Dock = Pos.Fill,
+        };
+
+        var promptLabel = new RichLabel(promptScroller, name: nameof(_promptLabel))
         {
-            AutoSizeToContents = false,
             Dock = Pos.Fill,
             Font = _defaultFont,
-            TextAlign = Pos.CenterH,
-            WrappingBehavior = WrappingBehavior.Wrapped,
         };
 
         var buttonsPanel = new Panel(this, name: nameof(_buttonPanel))
@@ -223,13 +229,15 @@ private void NoButtonOnClicked(Base sender, MouseButtonState arguments)
             Dock = Pos.Fill,
         };
 
-        var promptLabel = new Label(inputPanel, name: nameof(_promptLabel))
+        var promptScroller = new ScrollControl(inputPanel, name: nameof(_promptScroller))
+        {
+            Dock = Pos.Fill,
+        };
+
+        var promptLabel = new RichLabel(promptScroller, name: nameof(_promptLabel))
         {
-            AutoSizeToContents = false,
             Dock = Pos.Fill,
             Font = _defaultFont,
-            TextAlign = Pos.CenterH,
-            WrappingBehavior = WrappingBehavior.Wrapped,
         };
 
         var numericInput = new TextBoxNumeric(inputPanel, name: nameof(_numericInputTextbox))
@@ -237,6 +245,7 @@ private void NoButtonOnClicked(Base sender, MouseButtonState arguments)
             AutoSizeToContents = false,
             Dock = Pos.Bottom,
             Font = _defaultFont,
+            Margin = new Margin(0, 8, 0, 0),
             TextAlign = Pos.Left,
             WrappingBehavior = WrappingBehavior.NoWrap,
         };
@@ -288,13 +297,15 @@ private void NumericInputOnValueChanged(TextBoxNumeric sender, ValueChangedEvent
             Dock = Pos.Fill,
         };
 
-        var promptLabel = new Label(inputPanel, name: nameof(_promptLabel))
+        var promptScroller = new ScrollControl(inputPanel, name: nameof(_promptScroller))
+        {
+            Dock = Pos.Fill,
+        };
+
+        var promptLabel = new RichLabel(promptScroller, name: nameof(_promptLabel))
         {
-            AutoSizeToContents = false,
             Dock = Pos.Fill,
             Font = _defaultFont,
-            TextAlign = Pos.CenterH,
-            WrappingBehavior = WrappingBehavior.Wrapped,
         };
 
         var numericSliderInput = new LabeledSlider(inputPanel, name: nameof(_numericInputSlider))
@@ -302,6 +313,7 @@ private void NumericInputOnValueChanged(TextBoxNumeric sender, ValueChangedEvent
             AutoSizeToContents = false,
             Dock = Pos.Bottom,
             Font = _defaultFont,
+            Margin = new Margin(0, 8, 0, 0),
             Rounding = 0,
         };
         numericSliderInput.ValueChanged += NumericSliderInputOnValueChanged;
@@ -348,13 +360,15 @@ private void NumericSliderInputOnValueChanged(Base sender, ValueChangedEventArgs
             Dock = Pos.Fill,
         };
 
-        var promptLabel = new Label(inputPanel, name: nameof(_promptLabel))
+        var promptScroller = new ScrollControl(inputPanel, name: nameof(_promptScroller))
+        {
+            Dock = Pos.Fill,
+        };
+
+        var promptLabel = new RichLabel(promptScroller, name: nameof(_promptLabel))
         {
-            AutoSizeToContents = false,
             Dock = Pos.Fill,
             Font = _defaultFont,
-            TextAlign = Pos.CenterH,
-            WrappingBehavior = WrappingBehavior.Wrapped,
         };
 
         var stringInput = new TextBox(inputPanel, name: nameof(_stringInput))
@@ -362,6 +376,7 @@ private void NumericSliderInputOnValueChanged(Base sender, ValueChangedEventArgs
             AutoSizeToContents = false,
             Dock = Pos.Bottom,
             Font = _defaultFont,
+            Margin = new Margin(0, 8, 0, 0),
             TextAlign = Pos.Left,
             WrappingBehavior = WrappingBehavior.NoWrap,
         };
@@ -417,7 +432,8 @@ private void StringInputOnTextChanged(TextBox sender, ValueChangedEventArgs<stri
     //
     // NumericSliderInput,
 
-    private readonly Label _promptLabel;
+    private readonly ScrollControl _promptScroller;
+    private readonly RichLabel _promptLabel;
 
     private readonly LabeledSlider? _numericInputSlider;
     private readonly TextBoxNumeric? _numericInputTextbox;
@@ -453,6 +469,9 @@ public InputBox(
     {
     }
 
+    private int _initialScrollerInnerHeight;
+    private int _initialMinimumHeight;
+
     protected InputBox(
         string name,
         string title,
@@ -500,7 +519,10 @@ protected InputBox(
         _okayButton = _inputPanel.FindChildByName<Button>(nameof(_okayButton));
         _yesButton = _inputPanel.FindChildByName<Button>(nameof(_yesButton));
 
-        _promptLabel = _inputPanel.FindChildByName<Label>(nameof(_promptLabel)) ??
+        _promptScroller = _inputPanel.FindChildByName<ScrollControl>(nameof(_promptScroller)) ??
+                          throw new InvalidOperationException("Prompt scroller wasn't created");
+
+        _promptLabel = _promptScroller.FindChildByName<RichLabel>(nameof(_promptLabel)) ??
                        throw new InvalidOperationException("Prompt label wasn't created");
 
         _promptLabel.Text = prompt;
@@ -612,6 +634,26 @@ protected override void EnsureInitialized()
         Name = $"{GetType().GetName(qualified: false)}_{InputType}";
         LoadJsonUi(GameContentManager.UI.Shared, Graphics.Renderer?.GetResolutionString());
 
+        var promptScrollerInnerPanelPadding = _promptScroller.InnerPanel.Padding;
+        var promptScrollerInnerPanelPaddingV =
+            promptScrollerInnerPanelPadding.Bottom + promptScrollerInnerPanelPadding.Top;
+        _initialScrollerInnerHeight = _promptScroller.InnerHeight - promptScrollerInnerPanelPaddingV;
+        _initialMinimumHeight = MinimumSize.Y;
+
+        _promptLabel.Rebuilt += (_, _) =>
+        {
+            var newHeight = _promptLabel.Height;
+            newHeight = Math.Min(400, newHeight);
+            var delta = newHeight - _initialScrollerInnerHeight;
+            MinimumSize = MinimumSize with
+            {
+                Y = _initialMinimumHeight + delta,
+            };
+            SizeToChildren();
+        };
+
+        _promptLabel.ForceImmediateRebuild();
+
         Show();
         Focus();
     }
diff --git a/Intersect.Client.Core/Localization/Strings.cs b/Intersect.Client.Core/Localization/Strings.cs
index 3932467236..1eb38293a1 100644
--- a/Intersect.Client.Core/Localization/Strings.cs
+++ b/Intersect.Client.Core/Localization/Strings.cs
@@ -1328,7 +1328,9 @@ public partial struct Guilds
         public static LocalizedString Transfer = @"Transfer";
 
         [JsonProperty(NullValueHandling = NullValueHandling.Ignore)]
-        public static LocalizedString TransferPrompt = @"This action will completely transfer all ownership of your guild to {00} and you will lose your rank of {01}. If you are sure you want to hand over your guild enter '{02}' below.";
+        public static LocalizedString TransferToMemberPrompt = @"This action will completely transfer all ownership of your guild to \c{{#80ff80}}{00}\c{{}} and you will lose your rank of \c{{#ff9f40}}{01}\c{{}}.
+
+If you are sure you want to hand over your guild enter '\c{{#ff8080}}{02}\c{{}}' below.";
 
         [JsonProperty(NullValueHandling = NullValueHandling.Ignore)]
         public static LocalizedString TransferTitle = @"Transfer Guild";
diff --git a/Intersect.Client.Framework/ColorizedText.cs b/Intersect.Client.Framework/ColorizedText.cs
new file mode 100644
index 0000000000..3ca16e18bd
--- /dev/null
+++ b/Intersect.Client.Framework/ColorizedText.cs
@@ -0,0 +1,3 @@
+namespace Intersect.Client.Utilities;
+
+public record struct ColorizedText(string Text, Color? Color);
\ No newline at end of file
diff --git a/Intersect.Client.Framework/Gwen/Control/Base.cs b/Intersect.Client.Framework/Gwen/Control/Base.cs
index 31499d1882..500fa19cad 100644
--- a/Intersect.Client.Framework/Gwen/Control/Base.cs
+++ b/Intersect.Client.Framework/Gwen/Control/Base.cs
@@ -941,11 +941,13 @@ public Point MinimumSize
         get => _minimumSize;
         set
         {
+            var oldValue = _minimumSize;
             _minimumSize = value;
             if (_innerPanel != null)
             {
                 _innerPanel.MinimumSize = InnerPanelSizeFrom(value);
             }
+            OnMinimumSizeChanged(oldValue, value);
         }
     }
 
@@ -957,11 +959,13 @@ public Point MaximumSize
         get => _maximumSize;
         set
         {
+            var oldValue = _maximumSize;
             _maximumSize = value;
             if (_innerPanel != null)
             {
                 _innerPanel.MaximumSize = InnerPanelSizeFrom(value);
             }
+            OnMaximumSizeChanged(oldValue, value);
         }
     }
 
@@ -2389,6 +2393,13 @@ public virtual bool SetBounds(Point position, Point size) => SetBounds(
     /// </returns>
     public virtual bool SetBounds(float x, float y, float width, float height) => SetBounds((int) x, (int) y, (int) width, (int) height);
 
+    protected virtual void OnMaximumSizeChanged(Point oldSize, Point newSize)
+    {
+    }
+    protected virtual void OnMinimumSizeChanged(Point oldSize, Point newSize)
+    {
+    }
+
     protected virtual void OnSizeChanged(Point oldSize, Point newSize)
     {
         Parent?.OnChildSizeChanged(this, oldSize, newSize);
diff --git a/Intersect.Client.Framework/Gwen/Control/RichLabel.cs b/Intersect.Client.Framework/Gwen/Control/RichLabel.cs
index 8b538da582..b559caf2a7 100644
--- a/Intersect.Client.Framework/Gwen/Control/RichLabel.cs
+++ b/Intersect.Client.Framework/Gwen/Control/RichLabel.cs
@@ -1,6 +1,7 @@
 using Intersect.Client.Framework.File_Management;
 using Intersect.Client.Framework.GenericClasses;
 using Intersect.Client.Framework.Graphics;
+using Intersect.Client.Utilities;
 using Intersect.Core;
 using Microsoft.Extensions.Logging;
 using Newtonsoft.Json.Linq;
@@ -35,6 +36,16 @@ public GameFont? Font
         }
     }
 
+    public string? Text
+    {
+        get => string.Join('\n', _textBlocks.Select(block => block.Text));
+        set
+        {
+            ClearText();
+            AddText(value ?? string.Empty, default(Color));
+        }
+    }
+
     /// <summary>
     ///     Initializes a new instance of the <see cref="RichLabel" /> class.
     /// </summary>
@@ -89,7 +100,7 @@ public override void LoadJson(JToken obj, bool isRoot = default)
     /// </summary>
     /// <param name="text">Text to add</param>
     /// <param name="template">Label to use as a template</param>
-    public void AddText(string text, Label? template)
+    public void AddText(string? text, Label? template)
     {
         AddText(
             text,
@@ -99,7 +110,7 @@ public void AddText(string text, Label? template)
         );
     }
 
-    public void AddText(string text, Color? color) => AddText(text, color, Alignments.Left);
+    public void AddText(string? text, Color? color) => AddText(text, color, Alignments.Left);
 
     /// <summary>
     ///     Adds text to the control.
@@ -108,13 +119,24 @@ public void AddText(string text, Label? template)
     /// <param name="color">Text color.</param>
     /// <param name="alignment"></param>
     /// <param name="font">Font to use.</param>
-    public void AddText(string text, Color? color, Alignments alignment, GameFont? font = default)
+    public void AddText(string? text, Color? color, Alignments alignment, GameFont? font = default)
     {
         if (string.IsNullOrEmpty(text))
         {
             return;
         }
 
+        if (text.Contains("\\c"))
+        {
+            var colorizedSegments = TextColorParser.Parse(text, color);
+            foreach (var segment in colorizedSegments)
+            {
+                AddText(segment.Text, segment.Color ?? color, alignment, font);
+            }
+
+            return;
+        }
+
         font ??= _font;
 
         var lines = text.Split(_newlines, StringSplitOptions.None);
@@ -502,9 +524,9 @@ private void Rebuild()
             }
         }
 
-        Rebuilt?.Invoke(this, EventArgs.Empty);
         var resizeX = !Dock.HasFlag(Pos.Fill) || _dockFillSize == default || _dockFillSize.X != Width;
         base.SizeToChildren(resizeX: resizeX, resizeY: true);
+        Rebuilt?.Invoke(this, EventArgs.Empty);
     }
 
     // protected override void OnBoundsChanged(Rectangle oldBounds, Rectangle newBounds)
diff --git a/Intersect.Client.Core/Utilities/TextColorParser.cs b/Intersect.Client.Framework/TextColorParser.cs
similarity index 80%
rename from Intersect.Client.Core/Utilities/TextColorParser.cs
rename to Intersect.Client.Framework/TextColorParser.cs
index 385940b4b0..0fe0fa6f15 100644
--- a/Intersect.Client.Core/Utilities/TextColorParser.cs
+++ b/Intersect.Client.Framework/TextColorParser.cs
@@ -7,7 +7,7 @@ public static class TextColorParser
     {
         private static readonly Regex ColorTagRegex = new(@"(\\c{[^}]*})", RegexOptions.Compiled);
 
-        public static List<ColorizedText> Parse(string text, Color defaultColor)
+        public static List<ColorizedText> Parse(string text, Color? defaultColor)
         {
             var segments = ColorTagRegex.Split(text)
                 .Where(s => !string.IsNullOrWhiteSpace(s))
@@ -32,16 +32,4 @@ public static List<ColorizedText> Parse(string text, Color defaultColor)
             return output;
         }
     }
-
-    public class ColorizedText
-    {
-        public string Text { get; }
-        public Color Color { get; }
-
-        public ColorizedText(string text, Color color)
-        {
-            Text = text;
-            Color = color;
-        }
-    }
 }