I'm having problem with sending mail via SMTP where the error is username and password does not match. My host wants me to try to uncheck "Automatically detect and maintain account settings" that I access through Mail > Preferences > Accounts, but that checkbox is greyed out and cannot be changed. How can I enable this checkbox?
Thanks!
Try checking the box Allow insecure authentication first.
Delete the outgoing mail account and add it back with the desired settings.
Hi dianeoforegon, tried it and the issue remains.
In lieu of deleting the account you might try this first.
Quit Mail
Go To User's Library (see below)
Scroll down to Containers
Drag the folder : com.apple.mail to the Desktop
Log out under the Apple in the Menu bar
Login
Open Mail
Show User's Library
The User's Library folder is hidden by default. To unhide: Select the Finder in the Dock. Under Go in the Menu bar > hold down the Option key and you’ll see the Library.
Finding the User Library Folder
http://www.takecontrolbooks.com/resources/0167/site/chap11.html#FindingtheUserLi braryFolder
HI dianeoforegon, the problem persists 😢
CREATE A NEW USER
Go to System Preferences --> Create a New User in Users & Groups.
Switch to the New User by logging out under the Apple in the Menu Bar.
Open Mail from the Dock
Add your account.
Do you still see the issue?
If no, then the problem is in your User's folder.
BTW, who is the email provider for this account?
Comcast, Earthlink, Cox, ATT, Yahoo, iCloud, Gmail, AOL, Hotmail (other)
Have you done what I suggested?
yes, that didn't work
Hi dianeoforegon, adding and using a new user worked! So what could be wrong with my user folder? I'm using Zoho.
I'm using Zoho.
Is Zoho your IMAP account? If it's set as POP I highly suggest you setup as IMAP.
http://www.zoho.com/mail/help/apple-mac-imap.html
If you delete all the places Mail stores your data in your User's folder, this should allow you to setup the account like you were able to in the new User's account.
With Mail quit....
System Preferences > Internet Accounts
Remove all email accounts
Mail stores data in your User's Library.
Containers > com.apple.mail
Mail folder > rename to MailXXX so Mail creates a new Mail folder.
Preferences > com.apple.mail.plist & MobileMeAccounts.plist
For good measure also remove in the User's Library > Saved Application State > com.apple.mail.savedState (this is actually an alias to the data in Containers)
This time restart your Mac.
Open Mail. Does it open in a new blank profile? If there are any accounts etc in Mail, let us know. This means we missed something.
Sounds good. Do you have a more surgical recommendation that can save me from having to sync and redownload all my mail through IMAP? My other accounts are all gmail, and it will take me all night plus some to resync via VPN to get by China's block.
In the settings for the incoming mail account, can you uncheck that box? If so, do it, then try the outgoing settings again.
If you mean here, then it's already unchecked.
I suggest you use webmail for that account until you return home and can download the account unless there are options online to not sync all folders. Prune the Inbox so you have only the newest email left to download.
Let's go back to the original question.
From the Mail menu bar, select
Window ▹ Connection Doctor
Click the Show Detail button. A drawer opens. Click Check Again and post the text that appears.
Anonymize any private information before posting. That means names, email addresses, contents of messages, and anything else that you don't want to make public.
automatically detect and maintain account settings
