OutLook 2019 connection to server failed or dropped.

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OutLook 2019 connection to server failed or dropped.

Hi guys

I'm really hoping someone could assist with the following problem that has crept into my Outlook.

I am running Mac Outlook 2019 on OS Catalina 10.15.1. Currently running 16.31 version of Outlook.

In the last 2 days I constantly cannot receive or send e-mails. I tried everything from reconfiguring ports, downgrading back to version 16.30 of outlook etc. It is a POP account.

I even tried re-building the office database but still nothing.

The IT guy has also checked and exhausted all options he's familiar with to try & resolve the problem, but still nothing.

As a last resort, I created a guest account and logged in & out in quick succession.

By some miracle when I opened Outlook again, it started downloading about 300mb of e-mails.

Unfortunately as I shutdown and started up again this morning, same issue again, tried the guest user thing and again it started to download new mails but then same error started again.

My internet connection is fine.

I have pasted a pic of the error I'm getting.Can anyone suggest something please?

I also have tried setting up the mail account on APPLE mail but also no success even in setting it up.

PS** Mail for the same e-mail account works 100% on my iPhone

MacBook Air 13", macOS 10.15

Posted on Dec 5, 2019 10:09 PM

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Answer 1

brenden dv

Community Specialist

Dec 9, 2019 10:20 AM in response to Cool mba

Hey there Cool mba,

Thanks for reaching out to Apple Support Communities. I understand you’re having some issues using Outlook on your Mac and adding your Outlook account to Mac Mail. I’ll be happy to help.

For the issue with Outlook app not working, try another network just to see if this has any impact on the issue. Even if your network is working, if you’re on a VPN or captive network, that could contribute to issues like this. Test in safe mode as well:

Use safe mode to isolate issues with your Mac

You did a lot of troubleshooting on the app. Did you try uninstalling it, restarting your Mac, and adding it back? If not, give that a try and see if helps.

If you still have issues, you may want to reach out to Microsoft to look further into this with as this is their app:

Outlook help - Office Support

As for not being able to add your Outlook account to Mac Mail, this has some info that may help:

If Mail on your Mac can’t connect to your email account

Let me know if this helps.

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OutLook 2019 connection to server failed or dropped.

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