Using New Outlook on Windows for professional communication and productivity
Hello Elise W,
Welcome to Microsoft Community.
I am a Microsoft user just like you, hope you are well.
Sorry for the inconvenience. However, I understand the frustration of having to always create a new password, this can be daunting.
Regardless, Microsoft no longer supports using previous passwords for security reasons as the previous password maybe compromised.
Understand that Microsoft takes users account security very seriously, also, if you are prompted to change your password, it is not optional.
Looking forward to your response.
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Kind regards