HT201609: If your Mac keeps asking for the login keychain password
Learn about If your Mac keeps asking for the login keychain password
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Helpful answers
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Aug 5, 2016 4:30 AM in response to Conchazby Barney-15E,Is it mostly Mail?
What exactly does the dialog say?
It doesn't normally ask for passwords unless it somehow confused or corrupt.
If it is not remembering the Mail password (or any others), open Keychain Access and find the keychain entry for that service and delete it. When the program asks for the password again, it should save it and not ask anymore.