diff --git a/app/Exceptions/Http/Connection/DaemonConnectionException.php b/app/Exceptions/Http/Connection/DaemonConnectionException.php
index e6765b8a6..138a665c3 100644
--- a/app/Exceptions/Http/Connection/DaemonConnectionException.php
+++ b/app/Exceptions/Http/Connection/DaemonConnectionException.php
@@ -2,8 +2,8 @@
 
 namespace Pterodactyl\Exceptions\Http\Connection;
 
-use Illuminate\Support\Arr;
 use Illuminate\Http\Response;
+use Illuminate\Support\Facades\Log;
 use GuzzleHttp\Exception\GuzzleException;
 use Pterodactyl\Exceptions\DisplayException;
 
@@ -17,6 +17,16 @@ class DaemonConnectionException extends DisplayException
      */
     private $statusCode = Response::HTTP_GATEWAY_TIMEOUT;
 
+    /**
+     * Every request to the Wings instance will return a unique X-Request-Id header
+     * which allows for all errors to be efficiently tied to a specific request that
+     * triggered them, and gives users a more direct method of informing hosts when
+     * something goes wrong.
+     *
+     * @var string|null
+     */
+    private $requestId;
+
     /**
      * Throw a displayable exception caused by a daemon connection error.
      *
@@ -27,23 +37,23 @@ class DaemonConnectionException extends DisplayException
     {
         /** @var \GuzzleHttp\Psr7\Response|null $response */
         $response = method_exists($previous, 'getResponse') ? $previous->getResponse() : null;
+        $this->requestId = $response ? $response->getHeaderLine('X-Request-Id') : null;
 
         if ($useStatusCode) {
             $this->statusCode = is_null($response) ? $this->statusCode : $response->getStatusCode();
         }
 
-        $message = trans('admin/server.exceptions.daemon_exception', [
-            'code' => is_null($response) ? 'E_CONN_REFUSED' : $response->getStatusCode(),
-        ]);
+        if (is_null($response)) {
+            $message = 'Could not establish a connection to the machine running this server. Please try again.';
+        } else {
+            $message = sprintf('There was an error while communicating with the machine running this server. This error has been logged, please try again. (code: %s) (request_id: %s)', $response->getStatusCode(), $this->requestId ?? '<nil>');
+        }
 
         // Attempt to pull the actual error message off the response and return that if it is not
         // a 500 level error.
         if ($this->statusCode < 500 && ! is_null($response)) {
-            $body = $response->getBody();
-            if (is_string($body) || (is_object($body) && method_exists($body, '__toString'))) {
-                $body = json_decode(is_string($body) ? $body : $body->__toString(), true);
-                $message = "[Wings Error]: " . Arr::get($body, 'error', $message);
-            }
+            $body = json_decode($response->getBody()->__toString(), true);
+            $message = sprintf("An error occurred on the remote host: %s. (request id: %s)", $body['error'] ?? $message, $this->requestId ?? '<nil>');
         }
 
         $level = $this->statusCode >= 500 && $this->statusCode !== 504
@@ -53,6 +63,19 @@ class DaemonConnectionException extends DisplayException
         parent::__construct($message, $previous, $level);
     }
 
+    /**
+     * Override the default reporting method for DisplayException by just logging immediately
+     * here and including the specific X-Request-Id header that was returned by the call.
+     *
+     * @return void
+     */
+    public function report()
+    {
+        Log::{$this->getErrorLevel()}($this->getPrevious(), [
+            'request_id' => $this->requestId,
+        ]);
+    }
+
     /**
      * Return the HTTP status code for this exception.
      *
@@ -62,4 +85,12 @@ class DaemonConnectionException extends DisplayException
     {
         return $this->statusCode;
     }
+
+    /**
+     * @return string|null
+     */
+    public function getRequestId()
+    {
+        return $this->requestId;
+    }
 }
diff --git a/resources/lang/en/admin/server.php b/resources/lang/en/admin/server.php
index a697d4e9e..3a9d57f9d 100644
--- a/resources/lang/en/admin/server.php
+++ b/resources/lang/en/admin/server.php
@@ -12,7 +12,7 @@ return [
         'no_new_default_allocation' => 'You are attempting to delete the default allocation for this server but there is no fallback allocation to use.',
         'marked_as_failed' => 'This server was marked as having failed a previous installation. Current status cannot be toggled in this state.',
         'bad_variable' => 'There was a validation error with the :name variable.',
-        'daemon_exception' => 'There was an exception while attempting to communicate with the daemon resulting in a HTTP/:code response code. This exception has been logged.',
+        'daemon_exception' => 'There was an exception while attempting to communicate with the daemon resulting in a HTTP/:code response code. This exception has been logged. (request id: :request_id)',
         'default_allocation_not_found' => 'The requested default allocation was not found in this server\'s allocations.',
     ],
     'alerts' => [