diff --git a/Stardrop/Models/SMAPI/Manifest.cs b/Stardrop/Models/SMAPI/Manifest.cs
index 9d16c326..b4be1e48 100644
--- a/Stardrop/Models/SMAPI/Manifest.cs
+++ b/Stardrop/Models/SMAPI/Manifest.cs
@@ -34,7 +34,10 @@ public class Manifest
         //[JsonConverter(typeof(ManifestDependencyArrayConverter))]
         public ManifestDependency[] Dependencies { get; set; }
 
-        // <summary>Custom property for Stardrop.</summary>
+        /// <summary>Custom property for Stardrop.</summary>
         public bool DeleteOldVersion { get; set; }
+
+        /// <summary>Custom property for Stardrop.</summary>
+        public string? UpdateCautionMessage { get; set; }
     }
 }
diff --git a/Stardrop/Views/MainWindow.axaml.cs b/Stardrop/Views/MainWindow.axaml.cs
index 10a1366c..eea3e639 100644
--- a/Stardrop/Views/MainWindow.axaml.cs
+++ b/Stardrop/Views/MainWindow.axaml.cs
@@ -2260,6 +2260,25 @@ private async Task<List<Mod>> AddMods(string[]? filePaths)
                             continue;
                         }
 
+                        // If this is a mod update and if the Manifest.UpdateCautionMessage has a value, display message (and confirm if user wants to continue with mod update)
+                        bool shouldProceedWithUpdate = true;
+                        foreach (var manifest in pathToManifests.Values.Where(m => m is not null && HasModInstalled(m.UniqueID) is true && string.IsNullOrEmpty(m.UpdateCautionMessage) is false))
+                        {
+                            var requestWindow = new MessageWindow(String.Format(Program.translation.Get("ui.message.confirm_mod_update_caution"), manifest!.Name, manifest!.UpdateCautionMessage)) { Topmost = true };
+                            if (await requestWindow.ShowDialog<bool>(this) is false)
+                            {
+                                Program.helper.Log($"User elected to skip mod update due to given Manifest.UpdateCautionMessage message for mod {manifest!.UniqueID}:{manifest!.UpdateCautionMessage}");
+                                shouldProceedWithUpdate = false;
+                                break;
+                            }
+                        }
+
+                        // Skip updating if user elected to skip any of the bundled mods due to Manifest.UpdateCautionMessage
+                        if (shouldProceedWithUpdate is false)
+                        {
+                            continue;
+                        }
+
                         int currentManifestIndex = 1;
                         bool alwaysAskToDelete = Program.settings.AlwaysAskToDelete;
                         foreach (var manifestPath in pathToManifests.Keys)
@@ -2438,6 +2457,11 @@ private async Task<List<Mod>> AddMods(string[]? filePaths)
             return addedMods;
         }
 
+        private bool HasModInstalled(string uniqueID)
+        {
+            return _viewModel.Mods.Any(m => m.UniqueId.Equals(uniqueID, StringComparison.OrdinalIgnoreCase));
+        }
+
         private void CreateDirectoryJunctions(List<string> arguments)
         {
             // Prepare the process
diff --git a/Stardrop/i18n/default.json b/Stardrop/i18n/default.json
index 788c289b..ab0fb700 100644
--- a/Stardrop/i18n/default.json
+++ b/Stardrop/i18n/default.json
@@ -159,10 +159,10 @@
   "ui.downloads_panel.download_canceled": "Canceled",
   "ui.downloads_panel.download_failed": "Failed",
   "ui_downloads_panel.download_success": "Complete!",
-  "ui.downloads_panel.no_downloads_label":  "No downloads in progress",
+  "ui.downloads_panel.no_downloads_label": "No downloads in progress",
 
   // Downloads Panel - Tooltips
-  "ui.downloads_panel.tooltips.cancel_button": "Cancel",  
+  "ui.downloads_panel.tooltips.cancel_button": "Cancel",
   "ui.downloads_panel.tooltips.remove_button": "Remove", // Tooltip for the button that clears out a completed or failed download
 
   // Warnings
@@ -228,6 +228,7 @@
   "ui.message.confirm_nxm_install": "Would you like to install the following mod:\n\n{0}\n\nYou can disable this confirmation in the settings menu.",
   "ui.message.require_nexus_login": "This action requires being signed into the Nexus Mods API.",
   "ui.message.succeeded_nexus_install": "Successfully installed the following mod via Nexus Mods:\n\n{0}",
+  "ui.message.confirm_mod_update_caution": "{0}\nUpdate Caution Message:\n\n{1}\n\nProceed with the mod update?",
 
   // Window Names
   "ui.window.settings.name": "Settings",