diff --git a/.gitignore b/.gitignore
index b93909d..84996f1 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,4 +1,5 @@
 .php_cs.cache
+.phpunit.result.cache
 build
 coverage
 composer.lock
diff --git a/.travis.yml b/.travis.yml
index 5bc6d1c..9901bd9 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -1,4 +1,4 @@
-sudo: false
+os: linux
 
 language: php
 
@@ -10,7 +10,14 @@ php:
   - 7.4
   - nightly
 
-matrix:
+jobs:
+  include:
+    - name: macOS
+      os: osx
+      language: generic
+      before_install:
+        - curl -s http://getcomposer.org/installer | php
+        - mv composer.phar /usr/local/bin/composer
   allow_failures:
     - php: nightly
   fast_finish: true
diff --git a/lib/ResourceOutputStream.php b/lib/ResourceOutputStream.php
index 8bf3fdc..f8ebc2c 100644
--- a/lib/ResourceOutputStream.php
+++ b/lib/ResourceOutputStream.php
@@ -13,7 +13,7 @@
  */
 final class ResourceOutputStream implements OutputStream
 {
-    const MAX_CONSECUTIVE_EMPTY_WRITES = 3;
+    const MAX_CONSECUTIVE_EMPTY_WRITES = 1; // EAGAIN should not occur on next watcher invocation.
     const LARGE_CHUNK_SIZE = 128 * 1024;
 
     /** @var resource|null */
@@ -100,7 +100,7 @@ public function __construct($stream, int $chunkSize = null)
                     // Broken pipes between processes on macOS/FreeBSD do not detect EOF properly.
                     if ($written === 0 || $written === false) {
                         if ($emptyWrites++ > self::MAX_CONSECUTIVE_EMPTY_WRITES) {
-                            $message = "Failed to write to stream after multiple attempts";
+                            $message = "Failed to write to stream";
                             if ($error = \error_get_last()) {
                                 $message .= \sprintf("; %s", $error["message"]);
                             }
diff --git a/test/ResourceOutputStreamTest.php b/test/ResourceOutputStreamTest.php
index a8bf7b1..054c270 100644
--- a/test/ResourceOutputStreamTest.php
+++ b/test/ResourceOutputStreamTest.php
@@ -2,8 +2,10 @@
 
 namespace Amp\ByteStream\Test;
 
+use Amp\ByteStream\ResourceInputStream;
 use Amp\ByteStream\ResourceOutputStream;
 use Amp\ByteStream\StreamException;
+use Amp\Delayed;
 use Amp\PHPUnit\AsyncTestCase;
 
 class ResourceOutputStreamTest extends AsyncTestCase
@@ -34,10 +36,10 @@ public function testNotWritable()
     public function testBrokenPipe()
     {
         if (($sockets = @\stream_socket_pair(
-            \stripos(PHP_OS, "win") === 0 ? STREAM_PF_INET : STREAM_PF_UNIX,
-            STREAM_SOCK_STREAM,
-            STREAM_IPPROTO_IP
-        )) === false) {
+                \stripos(PHP_OS, "win") === 0 ? STREAM_PF_INET : STREAM_PF_UNIX,
+                STREAM_SOCK_STREAM,
+                STREAM_IPPROTO_IP
+            )) === false) {
             $this->fail("Failed to create socket pair.");
         }
 
@@ -68,6 +70,36 @@ public function testClosedRemoteSocket()
 
         // The first write still succeeds somehow...
         yield $stream->write("foobar");
+
+        // A delay seems required for the OS to realize the socket is indeed closed.
+        yield new Delayed(10);
+
         yield $stream->write("foobar");
     }
+
+    /**
+     * @requires PHPUnit >= 7
+     *
+     * @see https://github.com/reactphp/stream/pull/150
+     */
+    public function testUploadBiggerBlockSecure()
+    {
+        $size = 2 ** 18; // 256kb
+
+        $resource = \stream_socket_client('tls://httpbin.org:443');
+
+        $output = new ResourceOutputStream($resource);
+
+        $body = \str_repeat('.', $size);
+
+        yield $output->write("POST /post HTTP/1.0\r\nHost: httpbin.org\r\nContent-Length: $size\r\n\r\n" . $body);
+
+        $input = new ResourceInputStream($resource);
+        $buffer = '';
+        while (null !== ($chunk = yield $input->read())) {
+            $buffer .= $chunk;
+        }
+
+        $this->assertStringContainsString($body, $buffer);
+    }
 }