Thanks to everyone who has responded. I am almost there.
I have knife ec2 standing up a Windows Server 2008 R2 instance and, apparently, connecting to it via winrm. However, after accessing winrm and during what I think is the attempt to bootstrap the instance to Chef, I receive an OpenSSL “padding check failed” error.
If anyone has any clues, I’d appreciate your help. Here's the error and the knife ec2 command I am using (with the sensitive parts removed):
Waiting for EC2 to create the instance......
Subnet ID: subnet-<removed>
Tenancy: default
Private IP Address: <removed>
Waiting for winrm access to become available.....done
Waiting for Windows Admin password to be available............
ERROR: OpenSSL::PKey::RSAError: padding check failed
knife ec2 server create --flavor m4.xlarge --associate-public-ip --bootstrap-protocol winrm -N WinServerTestNodeCanBeDeleted --region us-east-1 --availability-zone us-east-1d --security-group-ids sg-NNNNN -T name=WinServerTestNodeCanBeDeleted -I ami-YYYYY --user-data /path-to-user-text/usertext.txt -A <removed> -K <removed> --ssh-key <AWS key name> --subnet subnet-XXXXXXX --identity-file /pathtochefrepo/.chef/<removed>.pem -VV
Alex
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