diff --git a/plugins/communicators/winssh/communicator.rb b/plugins/communicators/winssh/communicator.rb
index 8dbe04d7d..e0ca8226b 100644
--- a/plugins/communicators/winssh/communicator.rb
+++ b/plugins/communicators/winssh/communicator.rb
@@ -20,7 +20,7 @@ module VagrantPlugins
 
         sudo  = opts[:sudo]
 
-        @logger.info("Execute: #{command}")
+        @logger.info("Execute: #{command} (sudo=#{sudo.inspect})")
         exit_status = nil
 
         # Open the channel so we can execute or command
@@ -56,6 +56,9 @@ SCRIPT
           upload(tfile.path, remote_name)
           tfile.delete
 
+          base_cmd = shell_cmd(opts.merge(shell: base_cmd))
+          @logger.debug("Base SSH exec command: #{base_cmd}")
+
           ch.exec(base_cmd) do |ch2, _|
             # Setup the channel callbacks so we can get data and exit status
             ch2.on_data do |ch3, data|
diff --git a/plugins/communicators/winssh/config.rb b/plugins/communicators/winssh/config.rb
index cb7ee29c6..10c6512a8 100644
--- a/plugins/communicators/winssh/config.rb
+++ b/plugins/communicators/winssh/config.rb
@@ -1,12 +1,14 @@
 require File.expand_path("../../../kernel_v2/config/ssh", __FILE__)
 
+# forward_x11 pty sudo_command
+
 module VagrantPlugins
   module CommunicatorWinSSH
     class Config < VagrantPlugins::Kernel_V2::SSHConfig
 
       def finalize!
         @shell = "cmd" if @shell == UNSET_VALUE
-        @sudo_command = "cmd" if @sudo_command == UNSET_VALUE
+        @sudo_command = "%c" if @sudo_command == UNSET_VALUE
         if @export_command_template == UNSET_VALUE
           if @shell == "cmd"
             @export_command_template = 'set %ENV_KEY%="%ENV_VALUE%"'