Apple Mail on macOS 10.14.4 Loses Connectivity to the Gmail SMTP Server

SOLVED?!

I posted this on another site, and it has worked for other people.

Like all of you, I have this same problem, but I have a number of gmail accounts and one of them was working fine. I went through all the settings to find a difference, and the only thing I could find was that for the working account, I was also using the calendar. So, it would seem that if you go into System Preferences -> Internet Accounts and click on your problematic google account and activate the calendar as well, it should keep your email online. I've tried it and it also works for contacts instead of calendars, notes doesn't seem to work. I don't know why this works but, so far so good, let me know if it works for anyone else!

I do have the exact seam issue since update to 10.14.4

Tried to disconnect then reconnect every thing with iCloud, but the problem remains.

Just wrote this reply to make sure I'll be informed when a solution pop's up

I should add that this gmail issue doesn't seem to exist with the iPhone, only with may macbook.

Thanks Alec for having asked :)

I got the same problem and phoned Apple Care, who solved the problem, which was a corrupted password file.

(Do not ask me why the server connection sometimes worked and sometimes failed)

This happens easily when converting to MacOS 14+, where the password file has a different format and so needs to be translated.

It might have been corrupted by some malware on my computer. So the following steps were taken to solve the problem:

1) perform the free download of Malwarebytes from https://www.malwarebytes.com/mac/

2) scan the computer

3) remove the malware with the program, if anything is found

4) empty the quarantaine folder, if anything was found. You can deinstall the program with the option on "help". Else you are asked to pay after one month free trial.

5) Open the program to manage the passwords (under programs/serviceprograms/ or search for "Schlüsselbundverwaltung.app" with the magnifier on the top right of the screen on a German language computer)

6) NOW YOU HAVE TO REMOVE ALL PASSWORDS WITH THE PROGRAM. BE SURE YOU KNOW ALL YOUR PASSWORDS. If you are not sure, display them with the program and write them down.

This works only if the file is not completely corrupted. Fortunately I had an older MAC with an older system, where I could display most of the passwords. Note: one cannot copy this old file into the new file because of the different format.

7) Setup all Email accounts from scratch.

8) Reenter all passwords if the computer asks for one, like by login to websites.

Then everything works fine again.

Good luck.

Cheers,

Wim

Huzzah, jacqlou!!! Adding the calendar worked! And it seems I was able to unclick the calendar and the Gmail account stayed connected, although I'm not sure if that will last. But the key thing is that adding the calendar did reconnect Gmail to Apple Mail. Cheers!

I have the same issue here (brazil).

hi I have the same issues here

even the notification of the email come super late

please if somebody can help

Wim_Apple's post sounds like a scam to me.

I must admit it sounds like a quite bizarre, complex and above all intrusive solution...

hi

this work for me

thank you

Well, I spent 2 hours on the phone with an Apple expert and we performed all these steps under his supervision. Since then I am very happy that everything works like having a new Macbook again.

Wim

To add: I did not only have a problem with the google account, but with 2 other servers as well. All now working reliably again.

I did not find this update for my MacBook. Does it only exist for iMac?

Thanks, yesterday it said your Mac is up to date, but today the update 10.14.5 is available. So apparently one has to be patient.

Wim