Outlook can not connect to exchange server 2016

Md. Rubiat Haque 151

Hello,

I have been facing an issue for 1 month. A lot of users in my organization cannot connect outlook. We have an Exchange Server 2016 environment. We checked Outlook 2013, 2016 and 2019 version but issue remains same. We uninstalled outlook and reinstall it but issue still persist. We also checked our virtual directory settings and all are in placed properly. We checked our DNS and its okay. We also tried to disjoined my pc from domain and rejoin it but issue still same. We couldn't connect both internally and externally. Only few users can connect outlook but maximum users failed to connect. So, please suggest me any solution. Thank you.

Aholic Liang-MSFT 13,846 Reputation points Microsoft Vendor

2022-09-21T05:41:12.96+00:00

Hi @Md. Rubiat Haque ,

We couldn't connect both internally and externally

Please refer to the following link to test-email autoconfiguration in your Outlook that joined-in domain:
Mailboxes - Test E-mail AutoConfiguration - Microsoft Community
If possible, please provide the screenshot about it for our better research.
(Notes: 1. Do not select the Guess Smart check box and the Security Guess Smart Verification check box.
2. In order to avoid the disclosure of your privacy, please remember to hide your personal information.)

----------

<testresult status="Error" errorid="8b21fbb8-b54d-4483-92d0-f0f03112a019" contentUrl="https://go.microsoft.com/?linkid=9843845" testdescription="Validating the certificate name." resultdescription="Certificate name validation failed." additionaldetails="Host name contoso.com doesn't match any name found on the server certificate CN=example.contoso.com.">

In addition ,according to the information your provide ,the ExRCA tests Outlook connectivity found the name on the server certificate does not match the host name contoso.com .
Did you created or renewed a certificate on your Exchange Server?
Md. Rubiat Haque 151 Reputation points

2022-09-22T05:14:24.137+00:00

Hello @Aholic Liang-MSFT ,

Thanks for your response. Mailboxes - Test E-mail AutoConfiguration results are given with below attachment243719-mail-xml.txt:
Aholic Liang-MSFT 13,846 Reputation points Microsoft Vendor

2022-09-22T06:33:55.16+00:00

Hi,
Thank you very much for the information, however I am sorry that I did not make it clear. Could you please provide the log screen shot of this test again? Thank you !
Aholic Liang-MSFT 13,846 Reputation points Microsoft Vendor

2022-09-27T08:10:11.607+00:00

Hi @Md. Rubiat Haque ,
It has been a few days and I am checking in to see how things are going on with this issue. Does this issue have any updates?
Md. Rubiat Haque 151 Reputation points

2022-09-27T09:08:04.34+00:00

Issue is still persist same
Aholic Liang-MSFT 13,846 Reputation points Microsoft Vendor

2022-09-27T09:28:31.323+00:00

Hi,
Could you please provide the log screen shot of this test again? Thank you !
Aholic Liang-MSFT 13,846 Reputation points Microsoft Vendor

2022-09-30T10:22:10.97+00:00

Hi,

Does this thread have any updates? You could feel free to post back. Thanks!

2 answers

Dillon Silzer 57,311 Reputation points

2022-09-20T05:10:47.167+00:00

Hi @Md. Rubiat Haque

See a couple responses on https://social.technet.microsoft.com/Forums/ie/en-US/b8225294-8d03-4ede-b1da-aa3fbce719db/cant-connect-outlook-2016-to-exchange-2016?forum=Exch2016CM (a similar issue with Outlook and Exchange 2016).

Please use the Microsoft Remote Connectivity Analyzer to run outlook connectivity tests and check if any errors.
Moreover, I also recommend you refer to the following article and check if any helps:
Outlook connection issues with Exchange mailboxes because of the RPC encryption requirement
Outlook: Unable to perform a Check Name or connect to an Exchange mailbox

(or)

The fix for me was to edit the authentication settings for the mapi virtual directory in the Exchange Admin center. I enabled Windows Authentication -NTLM, Negotiate and Basic. Outlook clients could then connect and I could proceed with the migration. Hope that helps someone.

Based on your information this is just a guess at what may help you.

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Md. Rubiat Haque 151 Reputation points

2022-09-20T05:24:02.53+00:00

Hello @Dillon Silzer , Thanks for your response. I have already tried the link which you provide first and issue remains same and I also run MRCA and got some error which I given below:

Md. Rubiat Haque 151 Reputation points

2022-09-20T05:28:11.677+00:00

242717-rca.txt
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Amit Singh 4,896 Reputation points

2022-09-21T11:17:01.767+00:00

First of all check, TLS 1.2, by default, if it is off in Outlook 2016.

Also, you can check this thread for more help - https://community.spiceworks.com/topic/1723648-outlook-2016-cannot-connect-to-exchange-2016
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Outlook can not connect to exchange server 2016

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