Mojave 10.14.4 fails to Authenticate Gmail account

I'm having the same issue with my iMac updated to 10.14.4. I briefly had it with my macbook pro that wasn't updated to 14.4 but it works fine now. My iphone is also connection correctly. It keeps asking to authenticate the account through Safari and doesn't take.

I just spent over an hour with Apple Support on this issue. For me, it seems to happen only for the email addresses that I created as part of G Suite account from Google. I have a regular Gmail email and this one authenticated correctly the first time. But everything that the tech on the phone had me to didn't work. It's being escalated to engineering.

This happens because when you log in you receive a token and a refresh token. The token is only valid for a brief period of time (something between 12 and 24 hours). Then it is not valid anymore and you need another one.

The OS then goes to Google with the refresh token, and then Google gives you a new pair of token and refresh token, and the operation proceeds.

What happened is probably related to how this token handled and/or stored, which basically means our tokens expired, iOS/macOS tried to refresh it, and the problem happened, requiring us to log in again. And the bug is on the token so no matter what we try, Google refuses the token forever.

This is the same process that happens when you change your password, and allows you to be authenticated for a good period of time while still allowing you to invalidate other log in sessions.

This is very frustrating. It was working fine on my iPhone, but then I tried to fix it for my Mac so I changed the password. Then it stopped working on my iPhone too.

So I tried deleting the account on my iPhone and setting it up as "Other", but now it says "imap.gmail.com" is not responding.

This is quite frustrating.

I find this all more than a little strange. I have five different Macs running 10.14.4 and three different iPads running 12.2 and all my Gmail accounts work on all of them. One thing I don't have is any G-Suite accounts.

Like I said in my comment, the problem I have are with the emails I created as part of my G Suite account from Google. I have a regular "gmail.com" account and this one works fine.

Yes I saw that. On the first page I suggested this is a G-Suite issue and needs to be addressed by Google.

Same problem here :

After updating to 10.14.4 I had 2 of my 8 Gmail accounts offline with error (both are GSuite based).

As I couldn't reconnect, I tried deleting accounts and adding them again. Everything looks fine during the Safari switch for entering password, but I end up with a damaged account displaying “Enter the password for the account "(null)".“

Same exact issue.

Public gmail.com account works. Google apps accounts don't. Same symptoms as here regarding trying to delete and re-add too. I've been on with Apple support for awhile. They had me reinstall MacOS (normal step) just to be sure, but it hasn't fixed the issue, so next step is new tickets for engineering.

According to the 10.14.4 release notes, there was a fix for "an issue where AOL user passwords may be frequently requested in Mail." That fix may have broken other things.

Source: https://support.apple.com/en-us/HT209149

Same problem here. gsuite=fail, gmail.com= works. Time spent today dealing with this bug = ridiculous. Adding the accounts as generic imap works for me but calendar sync is currently dead. There was clearly discussion about this bug during the beta but the software was still released rendering multitudes of people with broken systems. Uncool

This is a huge issue! I spent two hours on the phone with Apple today. Two senior techs advised it’s an issue they are aware of; two others told me it’s my problem. Google says it’s Apple, and I fully agree. All my iOS devices are fine and so is my 10.14.3 desktop. I’m furious. I set our corporate settings to allow for unsafe connections and tried the IMAP manual workaround, but no dice. This is system critical for my business. Does anyone else have any clue what on earth to do? I’m about to go to the Mac store and buy an old Air so I can use a desktop client on my machine - GSuite’s webmail is completely unusable.

I'm working with a senior support person who is working with an engineer on this. The engineer had me generate a couple hundred MBs of log files and such to help them figure out the problem. It is being actively investigated.

I have this issue

It only occurs on my GSuite account not my regular gmail account

I used the fix suggested by @nycross and it worked for me.

I use a 2FA on both accounts and had to create an App password for Mail for the GSuite account

I don't use calendars from Google - so all good.

@fireworks501 I spent over an hour on the phone with a Senior Technician from Apple. They took some logs and video captured the error. I'm hoping because of the seriousness of the fix the developers fix it relatively quickly. However, they said it could take up to 4-business days to address (ludicrous, yes, I know).

Tbf, we don't know the extent of the issue and how deeply it's tied in their OS update.

I also agree, it's definitely an Apple specific issue because I have two other MacBooks, an iPhone, and an iPad that all are fine with that specific G.Suite email... it's just the MacBook I upgraded to 10.14.4.... :/

Sheesh, re-install macOS?

Have you tried the manual IMAP set up? It works a treat. Just need to generate an app specific password server side and your G-Suite email accounts will work. Good temporary measure until fix is released.