diff --git a/app/Jobs/SendMessageToTelegramJob.php b/app/Jobs/SendMessageToTelegramJob.php
index 87d9625eed..cf7d5c25c3 100644
--- a/app/Jobs/SendMessageToTelegramJob.php
+++ b/app/Jobs/SendMessageToTelegramJob.php
@@ -53,8 +53,8 @@ class SendMessageToTelegramJob implements ShouldBeEncrypted, ShouldQueue
     {
         $response = $this->sendMessage();
 
-        // 401: invalid bot token, 403: the bot was blocked or removed from the chat, 400 "chat not found": wrong chat ID.
-        $isConfigurationError = in_array($response->status(), [401, 403], true)
+        // 401: invalid bot token, 404: malformed bot token, 403: the bot was blocked or removed from the chat, 400 "chat not found": wrong chat ID.
+        $isConfigurationError = in_array($response->status(), [401, 403, 404], true)
             || ($response->status() === 400 && Str::contains((string) $response->json('description'), 'chat not found', true));
         $this->handleNotificationResponse($response, 'Telegram', $isConfigurationError);
     }
@@ -64,7 +64,8 @@ class SendMessageToTelegramJob implements ShouldBeEncrypted, ShouldQueue
      */
     public function sendMessage(): Response
     {
-        $url = 'https://api.telegram.org/bot'.$this->token.'/sendMessage';
+        // Pasted values often keep a space or new line. In the URL it gives a malformed token, so Telegram answers 404.
+        $url = 'https://api.telegram.org/bot'.trim($this->token).'/sendMessage';
         $inlineButtons = [];
         if (! empty($this->buttons)) {
             foreach ($this->buttons as $button) {
@@ -86,7 +87,7 @@ class SendMessageToTelegramJob implements ShouldBeEncrypted, ShouldQueue
                     [...$inlineButtons],
                 ],
             ]),
-            'chat_id' => $this->chatId,
+            'chat_id' => trim($this->chatId),
             'text' => $this->text,
         ];
         if ($this->threadId) {
diff --git a/app/Livewire/Notifications/Telegram.php b/app/Livewire/Notifications/Telegram.php
index f45bc9045c..5992aac048 100644
--- a/app/Livewire/Notifications/Telegram.php
+++ b/app/Livewire/Notifications/Telegram.php
@@ -318,7 +318,9 @@ class Telegram extends Component
             ))->sendMessage();
 
             if ($response->failed()) {
-                $reason = $response->json('description') ?? "HTTP {$response->status()}";
+                $reason = in_array($response->status(), [401, 404], true)
+                    ? 'The Bot API token is not valid. Copy it again from @BotFather.'
+                    : ($response->json('description') ?? "HTTP {$response->status()}");
                 $this->dispatch('error', 'Telegram rejected the test notification.', e($reason));
 
                 return;
diff --git a/tests/Feature/NotificationDeliveryFailureTest.php b/tests/Feature/NotificationDeliveryFailureTest.php
index 64e31385c9..e0bffa0064 100644
--- a/tests/Feature/NotificationDeliveryFailureTest.php
+++ b/tests/Feature/NotificationDeliveryFailureTest.php
@@ -66,6 +66,7 @@ dataset('configuration errors', [
     'discord deleted webhook' => ['discord', 404, ['message' => 'Unknown Webhook', 'code' => 10015]],
     'slack archived channel' => ['slack', 410, 'channel_is_archived'],
     'telegram invalid token' => ['telegram', 401, ['ok' => false, 'description' => 'Unauthorized']],
+    'telegram malformed token' => ['telegram', 404, ['ok' => false, 'error_code' => 404, 'description' => 'Not Found']],
     'telegram wrong chat' => ['telegram', 400, ['ok' => false, 'description' => 'Bad Request: chat not found']],
     'pushover invalid token' => ['pushover', 400, ['token' => 'invalid', 'errors' => ['application token is invalid'], 'status' => 0]],
     'webhook not found' => ['webhook', 404, 'Not Found'],
diff --git a/tests/Feature/TelegramTestNotificationTest.php b/tests/Feature/TelegramTestNotificationTest.php
index ce9640406a..9716aabfb0 100644
--- a/tests/Feature/TelegramTestNotificationTest.php
+++ b/tests/Feature/TelegramTestNotificationTest.php
@@ -50,3 +50,27 @@ it('sends the test notification synchronously and reports success', function ()
         && $request['chat_id'] === '123456');
     Queue::assertNothingPushed();
 });
+
+it('ignores whitespace around the stored bot token and chat ID', function () {
+    $this->team->telegramNotificationSettings->update([
+        'telegram_token' => " bot-token \n",
+        'telegram_chat_id' => ' 123456 ',
+    ]);
+    Http::fake(['api.telegram.org/*' => Http::response(['ok' => true, 'result' => []])]);
+
+    Livewire::test(TelegramNotification::class)
+        ->call('sendTestNotification')
+        ->assertDispatched('success', 'Test notification sent.');
+
+    Http::assertSent(fn ($request) => $request->url() === 'https://api.telegram.org/botbot-token/sendMessage'
+        && $request['chat_id'] === '123456');
+});
+
+it('tells the user to check the bot token when Telegram does not find the bot', function () {
+    Http::fake(['api.telegram.org/*' => Http::response(['ok' => false, 'error_code' => 404, 'description' => 'Not Found'], 404)]);
+
+    Livewire::test(TelegramNotification::class)
+        ->call('sendTestNotification')
+        ->assertDispatched('error', 'Telegram rejected the test notification.', 'The Bot API token is not valid. Copy it again from @BotFather.')
+        ->assertNotDispatched('success');
+});