diff --git a/src/applications/drydock/interface/command/DrydockSSHCommandInterface.php b/src/applications/drydock/interface/command/DrydockSSHCommandInterface.php
--- a/src/applications/drydock/interface/command/DrydockSSHCommandInterface.php
+++ b/src/applications/drydock/interface/command/DrydockSSHCommandInterface.php
@@ -83,7 +83,7 @@
         'ConnectTimeout='.$this->connectTimeout);
     }
 
-    return new ExecFuture(
+    $future = new ExecFuture(
       'ssh '.
       '-o StrictHostKeyChecking=no '.
       '-o UserKnownHostsFile=/dev/null '.
@@ -95,5 +95,7 @@
       $this->passphraseSSHKey->getUsernameEnvelope(),
       $this->getConfig('host'),
       $full_command);
+    $future->setPowershellXML($this->getConfig('platform') === 'windows');
+    return $future;
   }
 }