Remember, you can get a look of what’s going on and some more details about the email problem by going to Connection Doctor:Ī friend ran into this latter issue recently on their Mac running OS X Yosemite, they were experiencing the ‘incorrect password’ popup box constantly when trying to send emails either in OS X 10.10 and under OS X 10.9, it didn’t matter what version of OS X was being used, the outbound email never was working except when sent from their iPhone. Sometimes the best approach in those situations is to simply delete and re-add the mail account, though you’ll probably want to backup your mail messages first if you go that route. These issues are beyond the scope of this article, but should give you a lead if you’re still having problems. If you’re still running into problems, there’s a few other possibilities: the email account password or login details changed, the mail server(s) changed, or you signed up to use 2-factor authentication and you’re not entering the automatically generated password (a common problem for those who use the complex and safer 2-step logins from services like Gmail). Send email again, it should now work as intendedĪt this point email should now be functioning as intended without incident, sending and receiving as you would expect it to.Click “OK”, then close out of Preferences and choose “Save” when requested.
Now refresh the Mail inbox, does email come through as expected? It should. Click on the “General” tab or go to close Preferences and when asked to save changes, click “Save”.Under the ‘Account Information’ tab, click in the “Password” field, delete the existing entry (if there is one) and re-enter the correct password here.Select the mail account from the list that you are having problems with.Choose the “Accounts” panel from the Mail preference window.Go to the Mail app Preferences by pulling down the Mail menu.Know the password is correct with immense certainty? Let’s manually set the correct password in Mail preferences then: 2: Manually Setting the Correct Password in Mail App If you are absolutely certain that the password is correct, but Mail app is still asking for the password anyway, go ahead and proceed with the next troubleshooting steps. Precision matters here, as it does with virtually every form of secure password or phrase.Įnter the correct password at that Mail dialog window, and check the box for “Remember this password in my keychain” and you should be good to go, never to see the message again… but sometimes you do see it again. That means checking your caps lock key to see if it’s on or off when it shouldn’t be, making sure all characters are entered exactly as intended.įor example, if the email password is but you’re entering it’s not going to work due to the difference in casing. 1: Double-Check the Password is Correctįirst, and this may be sound silly and you’re probably already annoyed by the suggestion, but be absolutely sure you are actually entering the correct password. Whatever the case, if you’re having the repetitive ‘enter password’ message in the OS X Mail app, read on and you should have it fixed in no time. By the way, if you experience exactly that, it’s a good indicator of what’s really going on… the password is probably entered incorrectly somewhere, or not being saved. To make matters even more confusing with the repetitive password request, when the password is entered at the pop-up dialog, sometimes that popup dialog box goes away and the Mail app works as intended… at least until the Mail app is relaunched or the Mac has been rebooted.
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