diff --git a/Flow.Launcher.Core/ExternalPlugins/Environments/AbstractPluginEnvironment.cs b/Flow.Launcher.Core/ExternalPlugins/Environments/AbstractPluginEnvironment.cs
index 4ffbc0347..21b16c899 100644
--- a/Flow.Launcher.Core/ExternalPlugins/Environments/AbstractPluginEnvironment.cs
+++ b/Flow.Launcher.Core/ExternalPlugins/Environments/AbstractPluginEnvironment.cs
@@ -157,56 +157,13 @@ namespace Flow.Launcher.Core.ExternalPlugins.Environments
             }
         }
 
-        public static void IndicatePluginEnvPathsUpdate(Settings settings, string newVer)
-        {
-            var appVer = $"app-{newVer}";
-            var updatePythonIndicatorFilePath
-                = Regex.Replace(Path.Combine(DataLocation.PluginEnvironments, updatePythonIndicatorFilename), appDataRegex, appVer);
-            var updateNodeIndicatorFilePath
-                = Regex.Replace(Path.Combine(DataLocation.PluginEnvironments, updateNodeIndicatorFilename), appDataRegex, appVer);
-
-            if (!string.IsNullOrEmpty(settings.PluginSettings.PythonExecutablePath)
-                && settings.PluginSettings.PythonExecutablePath.StartsWith(DataLocation.PluginEnvironments))
-                using (var _ = File.CreateText(updatePythonIndicatorFilePath)) { }
-
-            if (!string.IsNullOrEmpty(settings.PluginSettings.NodeExecutablePath)
-                && settings.PluginSettings.NodeExecutablePath.StartsWith(DataLocation.PluginEnvironments))
-                using (var _ = File.CreateText(updateNodeIndicatorFilePath)) { }
-        }
-
+        /// <summary>
+        /// After app updated while in portable mode or switched between portable/roaming mode,
+        /// need to update each plugin's executable path so user will not be prompted again to reinstall the environments.
+        /// </summary>
+        /// <param name="settings"></param>
         public static void PreStartPluginFilePathCorrection(Settings settings)
         {
-            PreStartCorrectionAfterUpdate(settings);
-            PreStartCorrectionAfterModeChange(settings);
-        }
-
-        private static void PreStartCorrectionAfterUpdate(Settings settings)
-        {
-            // After updating flow, update plugin env paths.
-            var appVer = $"app-{Constant.Version}";
-            var updatePythonIndicatorFilePath = Path.Combine(DataLocation.PluginEnvironments, updatePythonIndicatorFilename);
-            var updateNodeIndicatorFilePath = Path.Combine(DataLocation.PluginEnvironments, updateNodeIndicatorFilename);
-
-            if (File.Exists(updatePythonIndicatorFilePath))
-            {
-                settings.PluginSettings.PythonExecutablePath
-                    = Regex.Replace(settings.PluginSettings.PythonExecutablePath, appDataRegex, appVer);
-
-                File.Delete(updatePythonIndicatorFilePath);
-            }
-
-            if (File.Exists(updateNodeIndicatorFilePath))
-            {
-                settings.PluginSettings.NodeExecutablePath
-                    = Regex.Replace(settings.PluginSettings.NodeExecutablePath, appDataRegex, appVer);
-
-                File.Delete(updateNodeIndicatorFilePath);
-            }
-        }
-
-        private static void PreStartCorrectionAfterModeChange(Settings settings)
-        {
-            // After enabling/disabling portable mode, update plugin env paths.
             if (DataLocation.PortableDataLocationInUse())
             {
                 // When user is using portable but has moved flow to a different location
@@ -251,6 +208,8 @@ namespace Flow.Launcher.Core.ExternalPlugins.Environments
 
         private static bool IsUsingPortablePath(string filePath, string pluginEnvironmentName)
         {
+            // DataLocation.PortableDataPath returns the current portable path, this determines if an out
+            // of date path is also a portable path.
             var portableAppEnvLocation = $"UserData\\{DataLocation.PluginEnvironments}\\{pluginEnvironmentName}";
 
             return filePath.Contains(portableAppEnvLocation);
diff --git a/Flow.Launcher.Core/Updater.cs b/Flow.Launcher.Core/Updater.cs
index 882cabb2d..a0baa51ba 100644
--- a/Flow.Launcher.Core/Updater.cs
+++ b/Flow.Launcher.Core/Updater.cs
@@ -17,7 +17,6 @@ using Flow.Launcher.Infrastructure.UserSettings;
 using Flow.Launcher.Plugin;
 using System.Text.Json.Serialization;
 using System.Threading;
-using Flow.Launcher.Core.ExternalPlugins.Environments;
 
 namespace Flow.Launcher.Core
 {
@@ -32,7 +31,7 @@ namespace Flow.Launcher.Core
 
         private SemaphoreSlim UpdateLock { get; } = new SemaphoreSlim(1);
 
-        public async Task UpdateAppAsync(IPublicAPI api, Settings settings, bool silentUpdate = true)
+        public async Task UpdateAppAsync(IPublicAPI api, bool silentUpdate = true)
         {
             await UpdateLock.WaitAsync();
             try
@@ -74,8 +73,6 @@ namespace Flow.Launcher.Core
                         MessageBox.Show(string.Format(api.GetTranslation("update_flowlauncher_fail_moving_portable_user_profile_data"),
                             DataLocation.PortableDataPath,
                             targetDestination));
-
-                    AbstractPluginEnvironment.IndicatePluginEnvPathsUpdate(settings, newReleaseVersion.ToString());
                 }
                 else
                 {
diff --git a/Flow.Launcher/App.xaml.cs b/Flow.Launcher/App.xaml.cs
index c35727b36..dee023599 100644
--- a/Flow.Launcher/App.xaml.cs
+++ b/Flow.Launcher/App.xaml.cs
@@ -138,12 +138,12 @@ namespace Flow.Launcher
                     var timer = new Timer(1000 * 60 * 60 * 5);
                     timer.Elapsed += async (s, e) =>
                     {
-                        await _updater.UpdateAppAsync(API, _settings);
+                        await _updater.UpdateAppAsync(API);
                     };
                     timer.Start();
 
                     // check updates on startup
-                    await _updater.UpdateAppAsync(API, _settings);
+                    await _updater.UpdateAppAsync(API);
                 }
             });
         }
diff --git a/Flow.Launcher/ViewModel/SettingWindowViewModel.cs b/Flow.Launcher/ViewModel/SettingWindowViewModel.cs
index 69c5fd40f..5514951b1 100644
--- a/Flow.Launcher/ViewModel/SettingWindowViewModel.cs
+++ b/Flow.Launcher/ViewModel/SettingWindowViewModel.cs
@@ -68,7 +68,7 @@ namespace Flow.Launcher.ViewModel
 
         public async void UpdateApp()
         {
-            await _updater.UpdateAppAsync(App.API, Settings, false);
+            await _updater.UpdateAppAsync(App.API, false);
         }
 
         public bool AutoUpdates