diff --git a/cli/Valet/Diagnose.php b/cli/Valet/Diagnose.php
new file mode 100644
index 0000000..4b3d199
--- /dev/null
+++ b/cli/Valet/Diagnose.php
@@ -0,0 +1,71 @@
+<?php
+
+namespace Valet;
+
+class Diagnose
+{
+    var $commands = [
+        'sw_vers',
+        'valet --version',
+        'cat ~/.config/valet/config.json',
+        'cat ~/.composer/composer.json',
+        'composer global diagnose',
+        'ls -al /etc/sudoers.d/',
+        'brew config',
+        'brew services list',
+        'brew list --versions | grep -E "(php|nginx|dnsmasq|mariadb|mysql|mailhog|openssl)(@\d\..*)?\s"',
+        'php -v',
+        'which -a php',
+        'php --ini',
+        'nginx -v',
+        'curl --version',
+        'php --ri curl',
+        '~/.composer/vendor/laravel/valet/bin/ngrok version',
+        'ls -al ~/.ngrok2',
+        'brew info nginx',
+        'brew info php',
+        'brew info openssl',
+        'openssl version -a',
+        'openssl ciphers',
+        'nginx -t',
+        'which -a php-fpm',
+        '/usr/local/opt/php/sbin/php-fpm --test',
+        '/usr/local/opt/php/sbin/php-fpm -y /usr/local/etc/php/7.4/php-fpm.conf --test',
+        'ls -al ~/Library/LaunchAgents',
+        'ls -al /Library/LaunchAgents',
+        'ls -al /Library/LaunchDaemons',
+    ];
+
+    var $cli, $files;
+
+    /**
+     * Create a new Diagnose instance.
+     *
+     * @param  CommandLine  $cli
+     * @param  Filesystem  $files
+     * @return void
+     */
+    function __construct(CommandLine $cli, Filesystem $files)
+    {
+        $this->cli = $cli;
+        $this->files = $files;
+    }
+
+    /**
+     * Run diagnostics.
+     */
+    function run()
+    {
+        $result = collect($this->commands)->map(function ($command) {
+            $output = $this->cli->runAsUser($command);
+
+            return implode(PHP_EOL, ["$ $command", trim($output)]);
+        })->implode(PHP_EOL.str_repeat('-', 25).PHP_EOL);
+
+        $this->files->put('valet_diagnostics.txt', $result);
+
+        $this->cli->run('pbcopy < valet_diagnostics.txt');
+
+        $this->files->unlink('valet_diagnostics.txt');
+    }
+}
diff --git a/cli/includes/facades.php b/cli/includes/facades.php
index 2e4acaa..75a6a3c 100644
--- a/cli/includes/facades.php
+++ b/cli/includes/facades.php
@@ -33,6 +33,7 @@ class Brew extends Facade {}
 class Nginx extends Facade {}
 class CommandLine extends Facade {}
 class Configuration extends Facade {}
+class Diagnose extends Facade {}
 class DnsMasq extends Facade {}
 class Filesystem extends Facade {}
 class Ngrok extends Facade {}
diff --git a/cli/valet.php b/cli/valet.php
index e47a7e2..0fcf219 100755
--- a/cli/valet.php
+++ b/cli/valet.php
@@ -533,6 +533,17 @@
     })->descriptions('Determine directory-listing behavior. Default is off, which means a 404 will display.', [
         'status' => 'on or off. (default=off) will show a 404 page; [on] will display a listing if project folder exists but requested URI not found'
     ]);
+
+    /**
+     * Output diagnostics to aid in debugging Valet.
+     */
+    $app->command('diagnose', function () {
+        info('Running diagnostics...');
+
+        Diagnose::run();
+
+        info('Diagnostics output has been copied to your clipboard.');
+    })->descriptions('Output diagnostics to aid in debugging Valet.');
 }
 
 /**