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MaherRamadan-2265 avatar image
MaherRamadan-2265 asked ·

exchange 2016 autodiscover working from workgroup machines not from domain joined machines all on same lan

from a client machine that is on a work group on the LAN i am able to connect to exchange through outlook
this problem is only for outlook so i should be autodiscover, strangely from a domain joined machine it keeps asking for pwd?
any thoughts

office-exchange-server-administrationoffice-exchange-server-connectivity
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KyleXu-MSFT avatar image
KyleXu-MSFT answered ·

@MaherRamadan-2265

Do you try to reconfigure mailbox in Outlook on the domain-joined computer?

If you cannot reconfigure Outlook profile, could you tell use which step that you get this issue? I also suggest you provide a screenshot about the log of "Test Email Autoconfiguration" to us, it will also help us to narrow down this issue:
35344-qa-kyle-1027111345.png

If you could recreate Outlook profile successfully but cannot open Outlook after configuration, or this issue occurs on step three (Log on the mail server) during configure Outlook profile, it means this issue doesn't related autodiscover. It may caused by the Outlook Anywhere/MAPI over HTTP in your organization, I would suggest you provide the result of command below to help us to narrow down the connection issue:

 Get-OutlookAnywhere -Server exch2016 | fl *Hostname,*Authentication*,*Ssl
 Get-OrganizationConfig | fl MapiHttpEnabled
 Get-MapiVirtualDirectory -Server exch2016 | fl *Authentication*,*url 

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MaherRamadan-2265 avatar image
MaherRamadan-2265 answered ·

Hi Kyle and sorry for the delayed response
not able to create outlook profile keep asking for pwd

the setup is as follows
4 exchange severs all 2016 CU18
2 working fine behind A10 NLB the others are the ones we have issues with and they are out of the NLB - not reachable to users

i am trying to connect to those by chaining the hosts file to test - example 10.10.10.10 mail.mydomain.com

so outlook wont go the the VIP DNS record

during the profile creation outlook asks for pwd and never accepts it
the moment i will change the hosts file to one of the other servers or remove the config - failing back to VIP - close out look and open it no pwd prompt

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during the profile creation outlook asks for pwd and never accepts it

Which step do you get this password pop-up? Could you provide a screenshot about it?

the moment i will change the hosts file to one of the other servers or remove the config - failing back to VIP - close out look and open it no pwd prompt

Do you mean that this phenomenon will not occur when bypass you NLB?

Domain joined computer will use DC to DNS resolution, so have a check on DNS manager on your DC server, make sure all needed record could be resolution.


You can check the configure step from “Test Email Autoconfiguration”. Could you provide the screenshot of "Test Email Autoconfiguration" to us? You can configure an other mail server account in Outlook, in this way, you will could open Outlook and use this function.

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MaherRamadan-2265 avatar image
MaherRamadan-2265 answered ·

during the profile creation outlook asks for pwd and never accepts it (yes)
Do you mean that this phenomenon will not occur when bypass you NLB? (no) it will work over the NLB as well as directly, on 2 servers - other 2 are not working!
Domain joined computer will use DC to DNS resolution, so have a check on DNS manager on your DC server, make sure all needed record could be resolution.(work group PC is having the same DNS server on the NIC)


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Which step do you get this password pop-up? Could you provide a screenshot about it?
You can check the configure step from “Test Email Autoconfiguration”. Could you provide the screenshot of "Test Email Autoconfiguration" to us? You can configure an other mail server account in Outlook, in this way, you will could open Outlook and use this function.

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@MaherRamadan-2265
I am writing here to confirm with you any update about this thread now?
If the above suggestion helps, please be free to mark it as an answer for helping more people.

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