This potentially is a security risk and so some users may find it utterly unacceptable. Note: This method is nothing but a simple modification that allows Insecure Authentication. You should be able to send email as usual again. Close the Text editor and launch the Mail appġ0. Change the false to true and save the changesĩ.

Now, look for UserAllowsInsecureAuthenticationĨ. Find the problem-oriented account data in the fileħ. Locate and open the ist file in TextEditorĦ. Type the path: ~/Library/Mail/V2/MailData/ and click Goĥ.

In Finder Menu, select Go> Go to folderĤ. The following method modifies this file to allow risky Authentication but seems to have fixed this error for many users around the globe.ģ. It is advised for users to keep a backup of the. However, if you are still experiencing Mac Mail SMTP error or similar problems, go for the next technical solution. You should now be able to send emails without any issue. Re-type your credentials here to get your account reauthenticatedĩ. Select Edit SMTP Server List, then go to the Advanced tabħ. Under Account Information, click Outgoing Mail Server(SMTP)Ħ. Select the email account in which the error is occurringĥ.

Switch to the Accounts tab on the preferences windowĤ. The connection error may be occurring because you have incorrect credentials saved for the concerned email account.ġ. This process will simply reauthenticate your email account. Reauthenticate Account to fix SMTP mail sending error If you are looking to move from Mac Mail to other email clients such as Outlook, you can make use of EmailDoctor MBOX to PST Converter. And then use it to authenticate your mail account rather than the normal password. If you are using 2-factor authentication on Gmail, you need to generate an app-specific password from Google. Quick Note: For Gmail users, Mac Mail SMTP error such as “Cannot send message ” or “connection to failed ” can occur. So, in case you are experiencing any of these issues or similar ones, feel free to implement the solutions provided in this article. Issues such as repeated password request, offline mailbox and SMTP server connection error are some common interrelated problems. However, it is not limited to just them, users working on other versions of Mac operating system may also experience it first hand. Modified: Octo| Error | 3 Minutes Readingĭifferent sorts of Mac Mail SMTP error is quite common for OS X users, especially those who recently updated their Mac system to OS X Yosemite.

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