diff --git a/src/ChatPrisma/App.xaml.cs b/src/ChatPrisma/App.xaml.cs
index 4e11dd9..fd20180 100644
--- a/src/ChatPrisma/App.xaml.cs
+++ b/src/ChatPrisma/App.xaml.cs
@@ -128,7 +128,7 @@ private IHostBuilder CreateHostBuilder(string[] args) => Microsoft.Extensions.Ho
                 {
                     o.Key = "Y";
                     o.KeyModifiers = "Ctrl+Shift+Alt";
-                    o.HotkeyDelayInMilliseconds = 200;
+                    o.HotkeyDelayInMilliseconds = 500;
                 })
                 .BindConfiguration("Hotkey")
                 .ValidateDataAnnotations()
diff --git a/src/ChatPrisma/Services/TextExtractor/ClipboardTextExtractor.cs b/src/ChatPrisma/Services/TextExtractor/ClipboardTextExtractor.cs
index d1a1b80..e76a4ca 100644
--- a/src/ChatPrisma/Services/TextExtractor/ClipboardTextExtractor.cs
+++ b/src/ChatPrisma/Services/TextExtractor/ClipboardTextExtractor.cs
@@ -1,16 +1,18 @@
-using System.Windows.Forms;
+using System.Diagnostics;
+using System.Windows.Forms;
+using System.Windows.Input;
 using ChatPrisma.Options;
+using Microsoft.Extensions.Logging;
 using Microsoft.Extensions.Options;
 
 namespace ChatPrisma.Services.TextExtractor;
 
-public class ClipboardTextExtractor(IOptionsMonitor<HotkeyOptions> hotkeyOptions) : ITextExtractor
+public class ClipboardTextExtractor(IOptionsMonitor<HotkeyOptions> hotkeyOptions, ILogger<ClipboardTextExtractor> logger) : ITextExtractor
 {
     public async Task<string?> GetCurrentTextAsync()
     {
-        // Give the user a bit of time to release the keyboard keys,
-        // otherwise CTRL+C will not work
-        await Task.Delay(TimeSpan.FromMilliseconds(hotkeyOptions.CurrentValue.HotkeyDelayInMilliseconds));
+        // We gotta wait until no keys are pressed anymore, otherwise CTRL+C will not work
+        await this.WaitUntilNoKeyPressed();
 
         // Need to clear the clipboard, or otherwise we might get some previously copied text
         Clipboard.Clear();
@@ -23,4 +25,40 @@ public class ClipboardTextExtractor(IOptionsMonitor<HotkeyOptions> hotkeyOptions
 
         return selectedText;
     }
+
+    private async Task WaitUntilNoKeyPressed()
+    {
+        var task = Task.Delay(TimeSpan.FromMilliseconds(hotkeyOptions.CurrentValue.HotkeyDelayInMilliseconds));
+        var watch = Stopwatch.StartNew();
+
+        // Either wait until the task is completed or the user releases all keys
+        while (task.IsCompleted is false)
+        {
+            if (AnyKeyPressed() is false)
+            {
+                logger.LogInformation("Early exit from WaitUntilNoKeyPressed because no key is pressed anymore (after {Time} ms)", watch.Elapsed.TotalMilliseconds);
+                return;
+            }
+
+            await Task.Delay(10);
+        }
+
+        logger.LogInformation("Sadly the user did not release all keys in time (after {Time} ms)", watch.Elapsed.TotalMilliseconds);
+    }
+
+    private static readonly Key[] s_allKeys = Enum.GetValues<Key>();
+    private static bool AnyKeyPressed()
+    {
+        foreach (var key in s_allKeys)
+        {
+            // Skip the None key
+            if (key == Key.None)
+                continue;
+
+            if (Keyboard.IsKeyDown(key))
+                return true;
+        }
+
+        return false;
+    }
 }
diff --git a/src/ChatPrisma/appsettings.json b/src/ChatPrisma/appsettings.json
index abf669a..b0dfcf4 100644
--- a/src/ChatPrisma/appsettings.json
+++ b/src/ChatPrisma/appsettings.json
@@ -10,7 +10,7 @@
   "Hotkey": {
     "Key": "Y",
     "KeyModifiers": "Ctrl+Shift+Alt",
-    "HotkeyDelayInMilliseconds":  200,
+    "HotkeyDelayInMilliseconds":  500,
   },
   "NLog": {
     "throwConfigExceptions": true,