Level 1

134 points

Mojave 10.14.4 fails to Authenticate Gmail account

Just update to Mojave 10.14.4 and now Apple Mail will NOT connect to one of my Gmail accounts.

This issue is UNIQUE to Apple Mail as I can access the Gmail account using Spark on the same computer without issues.

This issue is UNIQUE to Mojave 10.14.4 as it did not exist with 10.14.3 and it does not exist on another computer running an earlier version of Mac OS X.

The issue puts me in an endless loop. I get a notification "Google requires completing authentication in Safari." This takes me to a Sign in dialog where I enter email account and password. Password is correct and accepted, after which I'm back in the loop again asking to enter Google Password.

If I login to my Google account in Safari I can see the recent events that I signed in without any problems on this Mac, but Apple Mail does NOT connect and I am back in the endless loop.

Oddly I can add events to the Google Calendar for the account so apparently something is amiss strictly with Apple Mail.

Suggestions?

iMac 27" 5K, macOS 10.14

Posted on Mar 26, 2019 8:18 AM

Top-ranking reply

macendo

Level 1

9 points

Posted on Mar 26, 2019 9:25 AM

UPDATE:

I contacted Apple and spoke with a tech support person, shared my screen so he could see what was happening. He verified that it is legit. Continuing with the process for each account, I was able to get my accounts online.

IF for some reason you do not get the prompt, click the sideways lightning strike (my description) next to the account that's offline, and you should then get the prompts to authenticate.

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868 replies

Apr 4, 2019 11:54 AM in response to Grant_Y

I pulled 12.2 from my Time Machine backup and re labeled it "Mail Old" opened it and it works like a charm... no issues what so ever!

timbidoo

Level 1

4 points

Apr 23, 2019 2:47 PM in response to MacSavvyFlorida

It says on top of my response "in response to Mirsky".. Click it and you'll see the solution post.

yana131

Level 1

4 points

Apr 24, 2019 9:26 AM in response to adobesage

Whatever browser you use. It should be opened automatically. I use Safari.

yana131

Level 1

4 points

Apr 24, 2019 9:27 AM in response to jo1216

I am sorry. I don't know why it works for me and not for other people... I use today Mail with no problems..

Apr 24, 2019 1:47 PM in response to IrwinGJr

Didn’t stick for me either... back in the same loop! 😔

Apr 25, 2019 3:39 PM in response to aulicanada

Me too. I found this and followed these instructions this morning and, guess what, gmail seems steady. Give it a go.

https://deciphertools.com/blog/2018-01-03-mail-smtp-offline/

Apr 27, 2019 8:45 AM in response to jo1216

Followed your instructions and received the same failure indications. Thanks for trying to help, hope yours is still running.

Apr 30, 2019 10:58 AM in response to papadelta

but thats only IMAP. you can't sync calendars and contacts. Go get those exported from the web portal.

May 14, 2019 9:20 AM in response to Joseph Masselli

Yeah - what worked for me was going to my google account in a web browser, logging out, then logging back in with this link:

https://accounts.google.com/DisplayUnlockCaptcha

iGregor

Level 1

4 points

Jun 9, 2019 1:57 AM in response to Ken Graham

This quick fix worked for me (make sure you restart Safari afterwards): https://apple.stackexchange.com/questions/34824/why-cant-i-browse-the-internet-with-safari-but-chrome-is-working/34829#34829

dialabrain

Level 10

135,527 points

Sep 24, 2019 12:09 PM in response to trip1ex

Make sure you restart your Mac.

Dec 1, 2019 6:29 AM in response to Mirsky

I have been tormented by this for months and tried every solution posted here. This was the only thing that worked for me. Thank you so much for sharing!

marx55

Level 1

4 points

Dec 26, 2019 10:34 AM in response to thelilicat

This worked for me! Took a while with Apple on the phone, but my account is working again.

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Mojave 10.14.4 fails to Authenticate Gmail account