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Mail using High Sierra

High Sierra iOS. Mail will not send to SMTP with Authentication box set to none. Last week this worked normally. If I change authentication to Password, and enter password, it will send. After a restart, password has to be re-entered. Can mail be made to permanently store password?

iMac 27", OS X 10.11

Posted on Dec 18, 2019 6:30 PM

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Posted on Dec 18, 2019 8:36 PM

Open Keychain Access in Utilities, then either check the Password under that item, change it, or delete it and start over.


Enter the part after the @sign in the search bar.


You may have duplicate or more entries in Keychain Access.


If using a browser to login via WebMail works it's not Name or Password, but likely old passwords interfering.


There''ll be at least 2 entries, maybe more.


The trouble is that Mac Mail almost always chooses the old Passwords if you don't change or get rid of the old ones.

3 replies
Question marked as Best reply

Dec 18, 2019 8:36 PM in response to Ralphcob

Open Keychain Access in Utilities, then either check the Password under that item, change it, or delete it and start over.


Enter the part after the @sign in the search bar.


You may have duplicate or more entries in Keychain Access.


If using a browser to login via WebMail works it's not Name or Password, but likely old passwords interfering.


There''ll be at least 2 entries, maybe more.


The trouble is that Mac Mail almost always chooses the old Passwords if you don't change or get rid of the old ones.

Mail using High Sierra

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