live.com/Outlook consistently "forgetting" my password

Several different issues can cause this behavior where Outlook.com/live.com keeps rejecting a password that still works on another device.

Try the following in order:

1. Stop repeated sign-in attempts

• Too many failed attempts can temporarily lock or throttle sign-in, even with the correct password.
• Completely stop trying to sign in for at least 24 hours, then try again once, carefully entering the password.

2. Use an alternate sign-in method if available

• On the password page, check for an option like “Sign in with another way” or similar.
• If present, use a different method (SMS code, backup email, or authenticator) to sign in.
• Once signed in on the PC, review and update security info and sign-in preferences so the PC becomes a trusted method.

3. Check whether the account is blocked or needs unblocking

• If, after waiting and trying again, sign-in still fails or you get messages about too many attempts or suspicious activity, the account may be blocked.
• Follow the guidance under Unblock my Outlook.com account and submit a Request for Account Reinstatement if prompted.

4. Use the official account recovery paths

• If the password is no longer accepted and alternate sign-in methods are not working, use the official recovery tools:
  • For a Microsoft account where the password has “stopped working,” follow My username and password have stopped working and select Recover your account. Enter the Outlook/Live email, phone, or Skype name, then:
    1. Choose where to get the security code.
    2. Enter the code to verify identity.
    3. Set a new password.
  • If the username is not recognized or you see messages like “We couldn’t find an account with that username”, use the Sign-in Helper tool from I can't sign in to my Microsoft account.

5. Verify the exact account and domain

• Confirm that the correct email address and domain are being used (for example, ******@outlook.com vs ******@outlook.co.uk or ******@hotmail.com).
• Small differences (like spelling variants in the name) can cause repeated failures even if the password is correct—for example, rachel vs rachael.

6. Review security info and sign-in activity (from a device that is still signed in)

• Since the phone Outlook app is still signed in, use it (or a browser on that device if possible) to:
  • Go to the Microsoft account security page.
  • Review phone numbers, backup emails, and authenticator apps; remove anything unfamiliar.
  • Check recent sign-in activity for suspicious locations or devices.
• If anything looks unfamiliar, change the password again from there and sign out of all other sessions.

7. If recovery keeps failing

• If repeated, correct recovery attempts still fail, fill out the Request for Account Reinstatement and wait for the review.
• If 2-step verification is enabled and none of the security methods are accessible, the only supported path is to complete the recovery form with as much accurate information as possible and wait for verification.

These steps address:

• Temporary lockouts from too many attempts.
• Possible account blocking due to suspicious activity.
• Mismatched username/domain issues.
• Ensuring that the account is still under control by reviewing security info from the device that remains signed in.

References:

• My username and password have stopped working
• I can't sign in to my Microsoft account
• Why can't I log in to my Outlook account? - Microsoft Q&A
• Can't sign in to my email - Microsoft Q&A
• Unable to change password in my Outlook - Microsoft Q&A
• Do you know how to fix the issue where Outlook keeps prompting for a password even though credentials are saved - Microsoft Q&A