Most modern versions of windows have winrm enabled by default so provided you 
have a suitable user with sufficient privileges, you can often connect once the 
OS has finished booting up.

That said, there are a lot of factors that need to be considered depending on 
how things are set up in the environment you are working in. 

I recommend reading up on winrm here so you understand the options and can pick 
most appropriate for your organisation. 

Https://docs.ansible.com/ansible/latest/user_guide/windows_winrm.html

I know this sounds like a faff but once you have sorted this stuff out, you 
probably won't need to touch it again for ages and can get on with getting your 
playbooks to do what you need. 
Cheers, 

Jon 

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