Outlook autoconnect not working

Having a problem with outlook autodiscover.

Was working fine and I could connect Outlook with autodiscover at the weekend, now I cannot add new accounts to Outlook.

autodiscover is set to autodiscover.outlook.com and is DNS only.

Office 365 is all green and domain is showing heathy.

Microsoft connectivity tool is shows healthy for services and fails for Outlook autodiscover.

MXToolbox shows the autodiscover record correctly as well.

But Outlook cannot find it when adding an account or using Test Email Autoconfiguration.

Any idea’s ?

Mike

Nothing that involves Cloudflare, as the information you have provided suggests that part is correct. Does the autodiscover CNAME resolve correctly on the device that is running Outlook?

Are you running split horizon DNS? If so, do all of these records exist in your internal DNS instance with the correct values?

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No, it does not - tried different computers & networks all the same.

No just standard DNS - nothing has been changed since it was working at the weekend.

Obviously not all, since MXToolbox is obtaining the correct answer. :wink:

What answer is returned on the networks that are not working as you expect?

This is the result from the Test Email Auto Configuration:-

Autodiscover to` https://autodiscover.xxxx.co.uk/autodiscover/autodiscover.xml` starting
GetLastError=2147954429;httpStatus=0.
Autodiscover to `https://autodiscover.xxxx.co.uk/autodiscover/autodiscover.xml` Failed (ox80070057)
Local Autodiscover for xxxxx.co.uk starting
Local Autodiscover for xxxxx.co.uk Failed (0x8004010F)
Redirect check to `https://autodiscover.xxxxx.co.uk/autodiscover/autodiscover.xml` starting
Autodiscover URL redirection to `https://autodiscover-s.outlook.com/autodiscover/autodiscover.xml`
Autodiscover to `https://autodiscover-s.outlook.com/autodiscover/autodiscover.xml' starting
GetLastError=0;httpStatus=401.
GetLastErro =0;httpStatus=200.
Autodiscover to `https://autodiscover-s.outllok.com/autodiscover/autodiscover.xml` starting Failed (0x800C8203)
Redirect to `https://autodiscover-s.outllok.com/autodiscover/autodiscover.xml` starting Failed (0x800C8203)
Srv Record lookup for xxxxx.co.uk Starting
Srv Record lookup for xxxxx.co.uk Failed (0x8004010F)

That doesn’t look right. However, what you provided isn’t what I want to see. I just want the results of a command line DNS query for the autodiscover CNAME performaed on one of your hosts that is having trouble with Outlook. My expectation is that you have something wrong in your local DNS environment and those results should confirm that for you.

ping autodiscover.xxxxx.co.uk

Pinging autod.ms-acdc-autod.office.com [52.97.212.88] with 32 bytes of data:
Reply from 52.97.212.88: bytes=32 time=13ms TTL=241
Reply from 52.97.212.88: bytes=32 time=13ms TTL=241
Reply from 52.97.212.88: bytes=32 time=12ms TTL=241
Reply from 52.97.212.88: bytes=32 time=20ms TTL=241

nslookup autodiscover.xxxxx.co.uk

on-authoritative answer:
Name:    autod.ms-acdc-autod.office.com
Addresses:  2603:1026:c06:28::8
          2603:1026:c06:2b::8
          2603:1026:c06:1450::8
          2603:1026:c06:1461::8
          52.97.146.152
          52.97.133.216
          40.99.201.248
          40.100.174.24
Aliases:  autodiscover.xxxxx.co.uk
          autodiscover.outlook.com
          autod.ha-autod.office.com

The DNS looks okay. Do you have a Microsoft 365 partner that you work with? If you do, I recommend engaging with them.

Thanks for having a look.

The Office 365 system is direct with Microsoft.

Have set up several Office 365 systems in the past and never seen this before.

Will speak to Microsoft.

Problem has been fixed was a Microsoft issue.

Exchange Admin Centre → Individual Sharing → + → give it a name → + domain → anonymous → Save

This fixed the autodiscover and the OWA settings not working as well.

Hope it helps someone else.

Mike

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