This occurs if you have created or opened additional keychains other than the default 'login' keychain. Note that this will move your old keychain aside and create a new 'clean' one.Īlthough that solution is rather generic for all Keychain issues, I have also experienced one specific reason that Keychain will frequently request a password. You may need to do this for both the sending and receiving servers. Then, the next time your email application prompts you to enter a password do so and choose to allow Keychain to save it. If prompted, allow Keychain to synchronize with your login password. Just go to Keychain's 'Preferences' dialog and click the 'Reset Keychain' button. If that doesn't resolve it, and if you have not explicitly added secure notes, custom certificates, or are otherwise are not even sure what keychain does yet, then there may be an easy solution for you. That will offer to check your keychain for problems and possibly fix them.
'The first thing to try is 'Keychain Access' menu > 'Keychain First Aid'.