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Hello,
I have some questions as well some guidance. Questions: is this a AWS Windows AMI or an AMI you have created?
Please see https://repost.aws/knowledge-center/ec2-windows-password-not-available-error for the password not available error. One of the common issues is when using a self-backed AMI where the initial password was changed. All other instances from this AMI will not have a random password. Here you find another way to reset the password: https://repost.aws/knowledge-center/reset-admin-password
But from what I understand you ideally wants to be able to get a password on launch. What you could do is for example to set the password on launch through UserData https://docs.aws.amazon.com/AWSEC2/latest/WindowsGuide/ec2-windows-user-data.html one example script is https://gist.github.com/tomfanning/10be8decc97533a84d712db9e5862843 (not tested use it at your own risk). Ideally on a large scale setup you would like this password to be random and stored safely for example in SSM or Secrets Manager.
Thanks
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