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Cannot get yahoo mail on Imac

I am receiving my Yahoo mail on all my Apple devices - phone, watch, MacBook Pro - but not on my iMac. All the mail settings are correct. I deleted the account, shut down and restarted the computer, and tried to re-add it. Using the Yahoo add button I put in my address and password and it looks like it is going to connect then I get an error message "Failed to authenticate with Yahoo!, please try again later". I do receive an email on my other devices from Yahoo that says New sign on Mac OS X. But the account does not load into the mail app on my iMac. I also tried to add the account using the "other" option - got the same error message.

iMac 27″, macOS 10.15

Posted on May 12, 2023 4:55 PM

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Question marked as Top-ranking reply

Posted on Oct 21, 2023 8:32 AM

Solved. In Mac Mail - Go to Add Account and Select "Other". When prompted for email / password - enter your yahoo email address. For password - go to Yahoo Security Page (https://login.yahoo.com/myaccount/security/) and Generate App Key. (Generate and manage app passwords) Use this 16 character code as password.

43 replies

Jun 5, 2024 12:00 PM in response to randomuser1001

This worked. Thanks for the tip. I think the key is to use the one time generated app password rather than the Yahoo mail password. As context I was converted to Yahoo mail by my ISP and I was able to add my mail account as yahoo on my iPhone and use my Yahoo mail password but it simply would not work on MacOS on my iMac either as yahoo or as other. Adding the account as other and using the app generated password along with typing in the imap and smtp server names for yahoo did the trick.

Oct 21, 2023 2:03 PM in response to mgsalinger

Boot into Safe Mode according to How to use safe mode on your Mac and dtry adding the Yahoo account from there. Then reboot normally.


Note:  if you have a wireless keyboard with rechargeable batteries connect it with its charging cable before booting into Safe Mode.  This makes it act as a wired keyboard as will assure a successful boot into Safe Mode.


May 24, 2024 6:43 PM in response to mgsalinger

After a while, even after changing my Yahoo/ATT mail password (which had seemed to solve the problem), the problem emerged again — so I assumed it was an underlying authentication issue, with the Yahoo server and Mail simply not playing well together. So ultimately, I opted to use my Yahoo/ATT Security Key as the password — I had set-up the Security Key quite a while ago [https://help.yahoo.com/kb/account/manage-yahoo-account-key-sln25781.html] [https://help.yahoo.com/kb/SLN25781.html] — first deleting the YAHOO account in my Mail application and setting it up again simply as another MAIL account, under Other Mail Account (you cannot use an ordinary Yahoo password for Other Mail Account — the server will not authenticate it. Now, in doing that, actually all the folders I have on the Yahoo/ATT server populated immediately in the new Mail account, though they took a while to fully download all the saved mail. So far, though the problem blips from time to time (with the dreaded exclamation point (!) — connection problem — it self corrects rather quickly, either by quitting the Mail app and re-opening it, or sometimes by restarting my Mac, and receiving mail is now much more consistent.


By the way, using the Security Code only works on Mac OS, not iOS — that is, you cannot set-up an Other Mail Account on iOS; so while I am stuck using another password on my iPhone and iPad, I only have to suffer a latent connection from time to time.

Jun 5, 2024 1:06 PM in response to eliezerw

That's great. You definitely know your way around iOS and MacOS. My long-time email host, Cox.net dropped that service and outsourced it to Yahoo and although I was able to use the same solution that randomuser1001 advised and receive my Yahoo email in the Mac Mail app, I am unable to send emails from my iMac or MacBook. Do you have any thoughts? I am using smtp.mail.yahoo.com as the outgoing mail server. Maybe I should try a different combination of passwords for the outgoing server such as the original Cox email password. Any thoughts would be appreciated.

Jun 5, 2024 2:34 PM in response to mgsalinger

I have to say that, having dealt with this over and over and over for the past few weeks, it's a mystery. I have alternately set-up my devices (MacOS/Sonoma on a Mac Studio and and a MacBook Pro, and iOS on an iPhone and iPad) using both the Yahoo route (using my Yahoo/AT&T password) and the Other/Mail Account route (using my Yahoo Security Key), and from time to time I still get connection errors — regardless of which route I take — or if I do maintain a connection, the retrieval of email is very sluggish. In my last effort a few days ago, the Apple Senior Advisor escalated the issue to the engineers — I was informed that a software fix, from the Apple end, should be in the works. In the meantime, following another round of failed connections, I rebuilt all four devices using the Yahoo route. After that, the next day, this morning, both my MacBook Pro and iPad failed the connection test. I didn't rush to "delete and rebuild" — instead I waited it out, shutting down Mail, shutting down my MBP, shutting down my iPad…waiting; and eventually — as I said — a mystery, the connections re-established, however, still rather slow on the draw. I suspect that the Yahoo servers may be at fault; but I'm going to let the Apple engineers deal with the Yahoo people, because if I call AT&T support, I will just be told to delete the account and rebuild it. Not again. So now all my devices are working, using the Yahoo route, the AT&T/Yahoo password, and I'll let that ride.

Cannot get yahoo mail on Imac

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