diff --git a/src/Broadcast/Broadcast.php b/src/Broadcast/Broadcast.php
index 60353597c..a50045f96 100644
--- a/src/Broadcast/Broadcast.php
+++ b/src/Broadcast/Broadcast.php
@@ -20,6 +20,7 @@ declare(strict_types=1);
 
 namespace danog\MadelineProto\Broadcast;
 
+use Amp\Cancellation;
 use danog\MadelineProto\Broadcast\Action\ActionForward;
 use danog\MadelineProto\Broadcast\Action\ActionSend;
 use Webmozart\Assert\Assert;
@@ -50,13 +51,29 @@ trait Broadcast
      * MadelineProto will also periodically emit updateBroadcastProgress updates,
      * containing a Progress object for all broadcasts currently in-progress.
      *
-     * @param array      $messages The messages to send: an array of arrays, containing parameters to pass to messages.sendMessage.
-     * @param bool       $pin      Whether to also pin the last sent message.
-     * @param float|null $delay    Number of seconds to wait between each peer.
+     * @param array         $messages The messages to send: an array of arrays, containing parameters to pass to messages.sendMessage.
+     * @param bool          $pin      Whether to also pin the last sent message.
+     * @param float|null    $delay    Number of seconds to wait between each peer.
+     * @param ?Cancellation $cancellation Cancellation. Note: you may also use cancelBroadcast with the returned broadcast ID. Be aware that when running via web with limited execution time, the broadcast will continue correctly after a restart and cancelBroadcast will still be usable, but the cancellation that is passed here will not be usable.
      */
-    public function broadcastMessages(array $messages, ?Filter $filter = null, bool $pin = false, ?float $delay = null): int
+    public function broadcastMessages(array $messages, ?Filter $filter = null, bool $pin = false, ?float $delay = null, ?Cancellation $cancellation = null): int
     {
-        return $this->broadcastCustom(new ActionSend($this, $messages, $pin), $filter, $delay);
+        foreach ($messages as &$message) {
+            if (isset($message['media']['_']) &&
+                (
+                    $message['media']['_'] === 'inputMediaUploadedPhoto'
+                    || $message['media']['_'] === 'inputMediaUploadedDocument'
+                    || $message['media']['_'] === 'inputMediaPhotoExternal'
+                    || $message['media']['_'] === 'inputMediaDocumentExternal'
+                )
+            ) {
+                $message['media'] = $this->methodCallAsyncRead(
+                    'messages.uploadMedia',
+                    ['peer' => 'me', 'media' => $message['media'], 'cancellation' => $cancellation]
+                );
+            }
+        } unset($message);
+        return $this->broadcastCustom(new ActionSend($this, $messages, $pin), $filter, $delay, $cancellation);
     }
     /**
      * Forwards a list of messages to all peers (users, chats, channels) of the bot.
@@ -75,10 +92,11 @@ trait Broadcast
      * @param bool       $drop_author If true, will forward messages without quoting the original author.
      * @param bool       $pin         Whether to also pin the last sent message.
      * @param float|null $delay       Number of seconds to wait between each peer.
+     * @param ?Cancellation $cancellation Cancellation. Note: you may also use cancelBroadcast with the returned broadcast ID. Be aware that when running via web with limited execution time, the broadcast will continue correctly after a restart and cancelBroadcast will still be usable, but the cancellation that is passed here will not be usable.
      */
-    public function broadcastForwardMessages(mixed $from_peer, array $message_ids, bool $drop_author = false, ?Filter $filter = null, bool $pin = false, ?float $delay = null): int
+    public function broadcastForwardMessages(mixed $from_peer, array $message_ids, bool $drop_author = false, ?Filter $filter = null, bool $pin = false, ?float $delay = null, ?Cancellation $cancellation = null): int
     {
-        return $this->broadcastCustom(new ActionForward($this, $this->getID($from_peer), $message_ids, $drop_author, $pin), $filter, $delay);
+        return $this->broadcastCustom(new ActionForward($this, $this->getID($from_peer), $message_ids, $drop_author, $pin), $filter, $delay, $cancellation);
     }
 
     /**
@@ -95,14 +113,16 @@ trait Broadcast
      *
      * @param Action $action A custom, serializable Action class that will be called once for every peer.
      * @param float|null $delay Number of seconds to wait between each peer.
+     * @param ?Cancellation $cancellation Cancellation. Note: you may also use cancelBroadcast with the returned broadcast ID. Be aware that when running via web with limited execution time, the broadcast will continue correctly after a restart and cancelBroadcast will still be usable, but the cancellation that is passed here will not be usable.
      */
-    public function broadcastCustom(Action $action, ?Filter $filter = null, ?float $delay = null): int
+    public function broadcastCustom(Action $action, ?Filter $filter = null, ?float $delay = null, ?Cancellation $cancellation = null): int
     {
         // Ensure it can be serialized
         Assert::eq(unserialize(serialize($action))::class, $action::class);
 
         $id = $this->broadcastId--;
         $this->broadcasts[$id] = new InternalState($id, $this, $action, $filter ?? Filter::default(), $delay);
+        $cancellation?->subscribe(fn () => $this->cancelBroadcast($id));
         return $id;
     }
     /**
diff --git a/src/InternalDoc.php b/src/InternalDoc.php
index 5fb136e13..9ecb200ab 100644
--- a/src/InternalDoc.php
+++ b/src/InternalDoc.php
@@ -250,10 +250,11 @@ abstract class InternalDoc
      *
      * @param Action $action A custom, serializable Action class that will be called once for every peer.
      * @param float|null $delay Number of seconds to wait between each peer.
+     * @param ?Cancellation $cancellation Cancellation. Note: you may also use cancelBroadcast with the returned broadcast ID. Be aware that when running via web with limited execution time, the broadcast will continue correctly after a restart and cancelBroadcast will still be usable, but the cancellation that is passed here will not be usable.
      */
-    final public function broadcastCustom(\danog\MadelineProto\Broadcast\Action $action, ?\danog\MadelineProto\Broadcast\Filter $filter = null, ?float $delay = null): int
+    final public function broadcastCustom(\danog\MadelineProto\Broadcast\Action $action, ?\danog\MadelineProto\Broadcast\Filter $filter = null, ?float $delay = null, ?\Amp\Cancellation $cancellation = null): int
     {
-        return $this->wrapper->getAPI()->broadcastCustom($action, $filter, $delay);
+        return $this->wrapper->getAPI()->broadcastCustom($action, $filter, $delay, $cancellation);
     }
     /**
      * Forwards a list of messages to all peers (users, chats, channels) of the bot.
@@ -272,10 +273,11 @@ abstract class InternalDoc
      * @param bool       $drop_author If true, will forward messages without quoting the original author.
      * @param bool       $pin         Whether to also pin the last sent message.
      * @param float|null $delay       Number of seconds to wait between each peer.
+     * @param ?Cancellation $cancellation Cancellation. Note: you may also use cancelBroadcast with the returned broadcast ID. Be aware that when running via web with limited execution time, the broadcast will continue correctly after a restart and cancelBroadcast will still be usable, but the cancellation that is passed here will not be usable.
      */
-    final public function broadcastForwardMessages(mixed $from_peer, array $message_ids, bool $drop_author = false, ?\danog\MadelineProto\Broadcast\Filter $filter = null, bool $pin = false, ?float $delay = null): int
+    final public function broadcastForwardMessages(mixed $from_peer, array $message_ids, bool $drop_author = false, ?\danog\MadelineProto\Broadcast\Filter $filter = null, bool $pin = false, ?float $delay = null, ?\Amp\Cancellation $cancellation = null): int
     {
-        return $this->wrapper->getAPI()->broadcastForwardMessages($from_peer, $message_ids, $drop_author, $filter, $pin, $delay);
+        return $this->wrapper->getAPI()->broadcastForwardMessages($from_peer, $message_ids, $drop_author, $filter, $pin, $delay, $cancellation);
     }
     /**
      * Sends a list of messages to all peers (users, chats, channels) of the bot.
@@ -291,13 +293,14 @@ abstract class InternalDoc
      * MadelineProto will also periodically emit updateBroadcastProgress updates,
      * containing a Progress object for all broadcasts currently in-progress.
      *
-     * @param array      $messages The messages to send: an array of arrays, containing parameters to pass to messages.sendMessage.
-     * @param bool       $pin      Whether to also pin the last sent message.
-     * @param float|null $delay    Number of seconds to wait between each peer.
+     * @param array         $messages The messages to send: an array of arrays, containing parameters to pass to messages.sendMessage.
+     * @param bool          $pin      Whether to also pin the last sent message.
+     * @param float|null    $delay    Number of seconds to wait between each peer.
+     * @param ?Cancellation $cancellation Cancellation. Note: you may also use cancelBroadcast with the returned broadcast ID. Be aware that when running via web with limited execution time, the broadcast will continue correctly after a restart and cancelBroadcast will still be usable, but the cancellation that is passed here will not be usable.
      */
-    final public function broadcastMessages(array $messages, ?\danog\MadelineProto\Broadcast\Filter $filter = null, bool $pin = false, ?float $delay = null): int
+    final public function broadcastMessages(array $messages, ?\danog\MadelineProto\Broadcast\Filter $filter = null, bool $pin = false, ?float $delay = null, ?\Amp\Cancellation $cancellation = null): int
     {
-        return $this->wrapper->getAPI()->broadcastMessages($messages, $filter, $pin, $delay);
+        return $this->wrapper->getAPI()->broadcastMessages($messages, $filter, $pin, $delay, $cancellation);
     }
     /**
      * Fork a new green thread and execute the passed function in the background.
diff --git a/src/Loop/Connection/WriteLoop.php b/src/Loop/Connection/WriteLoop.php
index ecf07b569..7bdcb69f7 100644
--- a/src/Loop/Connection/WriteLoop.php
+++ b/src/Loop/Connection/WriteLoop.php
@@ -372,21 +372,6 @@ final class WriteLoop extends Loop
                     $this->connection->new_outgoing[$message_id] = $message;
                 }
                 $message->sent();
-                $message->cancellation?->subscribe(function () use ($message): void {
-                    $this->connection->requestResponse?->inc([
-                        'method' => $message->constructor,
-                        'error_message' => 'Request Timeout',
-                        'error_code' => '408',
-                    ]);
-
-                    if ($message->hasMsgId()) {
-                        $this->API->logger("Cancelling $message...");
-                        $this->API->logger($this->connection->methodCallAsyncRead(
-                            'rpc_drop_answer',
-                            ['req_msg_id' => $message->getMsgId()]
-                        ));
-                    }
-                });
             }
             $this->connection->pendingOutgoingGauge?->set(\count($this->connection->pendingOutgoing));
         } while ($this->connection->pendingOutgoing && !$skipped);
diff --git a/src/MTProto/MTProtoOutgoingMessage.php b/src/MTProto/MTProtoOutgoingMessage.php
index 47ca658a9..8617a1731 100644
--- a/src/MTProto/MTProtoOutgoingMessage.php
+++ b/src/MTProto/MTProtoOutgoingMessage.php
@@ -131,7 +131,31 @@ class MTProtoOutgoingMessage extends MTProtoMessage
         $this->userRelated = $constructor === 'users.getUsers' && $body === ['id' => [['_' => 'inputUserSelf']]] || $constructor === 'auth.exportAuthorization' || $constructor === 'updates.getDifference';
 
         parent::__construct(!isset(MTProtoMessage::NOT_CONTENT_RELATED[$constructor]));
-        $cancellation?->subscribe(fn (CancelledException $e) => $this->reply(static fn () => throw $e));
+
+        $cancellation?->subscribe(function (CancelledException $e): void {
+            if ($this->hasReply()) {
+                return;
+            }
+            if (!$this->wasSent()) {
+                $this->reply(static fn () => throw $e);
+                return;
+            }
+            $this->reply(static fn () => throw $e);
+
+            $this->connection->requestResponse?->inc([
+                'method' => $this->constructor,
+                'error_message' => 'Request Timeout',
+                'error_code' => '408',
+            ]);
+
+            if ($this->hasMsgId()) {
+                $this->connection->API->logger("Cancelling $this...");
+                $this->connection->API->logger($this->connection->methodCallAsyncRead(
+                    'rpc_drop_answer',
+                    ['req_msg_id' => $this->getMsgId()]
+                ));
+            }
+        });
     }
 
     /**