ansible aws windows ec2 - Internal Error: this connection module does not support running commands via sudo
According to the documentation:


  Prior to Ansible 2.4, become would only work when ansible_winrm_transport was set to either basic or credssp, but since Ansible 2.4 become now works on all transport types.


You're using Ansible 2.2. Might that be it? The error message might be a bit misleading.