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I've recently added some rules using pwpolicy. When I restarted the mac, it asked to reset the password after I input the current password. But I can't satisfy the does not match any of last 3 passwords requirement.

The mac used to have no password policies, so I think it is probably failing because it has no history of old passwords.

Anyone know of a solution for this?

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I contacted Apple Support. I was able to reset my password using macOS Utilities in Recovery Mode.

Boot up holding command+R until the macOS Utilities screen comes up and go to Utilities > Terminal. Type in resetpassword and follow the prompts. I chose the second option, something like 'my password does not log me in' which lets you reset your password if you know the current one. It worked in that reset password function but not the one from the login screen.

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