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Mike Fox

SBS 2011 to Exch 2016 on-premise, migrated mailbox - Outlook won't connect - stays disconnected

HI,

Have been following the migration guide for SBS 2011 to Exch 2016, have completed all of the steps (double checked), however, when I migrate a test mailbox from SBS 2011 mail server to the new exchange 2016 mail server, Outlook (2016) remains disconnected.

I can access the mailbox from https:\\IP of exch 2016\owa and send and receive email from that mailbox, so all looks good from that point of view but Outlook remains disconnected. 

Have migrated the mailbox back to SBS 2011 mail server, and Outlook reconnects instantly - so don't want to proceed until I can understand why Outlook won't connect - at present all mailboxes are back on the SBS 2011 server.

Reading and looking at other cases it seems to suggest that I may have something wrong with the SCP, but have been through the guide again and checked it all and everything looks o.k.

Could you advise on some troubleshooting steps please.

Thanks,

Mike


asked04/13/2022 14:02
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Mariette Knap

MIke,

Make sure that any DNS records or zones you have on your local DNS like mail.domain.com points to the IP address of the new Exchange Server. Exchange Server 2016 can up and down proxy but Exchange Server 2010 cannot do that.

You also need to have all virtual directories and ECP configured so that is uses the new Exchange Server

Mike Fox

 

Hi,

Just to aid understanding of the IP's in use etc;

 

SBS 2011 192.168.1.7

EX2016.    192.168.1.4

have pointed mail.domain.com (internal zone) to 192.168.1.4

Outlook anywhere is set to mail.domain.com on EX2016

Have then checked the virtual directories on new ex2016 server 

ecp - https://mail.domain.com/ecp

ews - https://mail.domain.com/ews/exchange.asmx

mapi - same/mapi

Eas - same/microsoft-server-activesync

OAB - same/OAB

owa - same/owa

default web site - same/powershell

Checking Outlook Anywhere on SBS 2011 shows;

SBS 2011 Basic {Basic, Ntlm} False mail.domain.com

Checking client access server on SBS 2011 shows;

SBS2011 https://mail.domain.com/autodiscover/autodiscover.xml

Checking client access server on EX2016 shows;

EX2016 https://mail.domain.com/autodiscover/autodiscover.xml 

Setting DNS

mail.domain.com (public IP lookup)  goes to public IP address of Exchange server

mail.domain.com (internal lookup) goes to 192.168.1.4 (new EX2016 server)

SRV record

_autodiscover._tcp.domain.com points to mail.domain.com

So all DNS looks good so far.

If I check SCP (get-clientaccessservice) on EX2016 I see

SBS2011

EX2016

If I check SCP on SBS 2011 (get-clientaccessserver) I see

SBS2011

 

Are there any further troubleshooting steps I can follow?

Thanks,

Mike


replied 04/14/2022 13:47
Mariette Knap

As far as I can see it looks good. I have some questions:

  • What is the OS of the client
  • What version of Outlook is installed
  • Is the SBS connector installed on that client, if it is remove it and reboot
  • Post an ipconfig /all of that client

replied 04/15/2022 14:51
Mike Fox

OS of client is Windows 10 Pro 1909 (will update this to a later version it is used as a test machine)

Outlook 2016 version 2203 (16.0.15028.20178)

SBS connector not installed (WSE 2016 client connector is installed)

ipconfig /all

   Host Name . . . . . . . . . . . . : DESKTOP-BNEJT7F
   Primary Dns Suffix  . . . . . . . : domain.local
   Node Type . . . . . . . . . . . . : Hybrid
   IP Routing Enabled. . . . . . . . : No
   WINS Proxy Enabled. . . . . . . . : No
   DNS Suffix Search List. . . . . . : domain.local

Ethernet adapter Ethernet:

   Connection-specific DNS Suffix  . : domain.local
   Description . . . . . . . . . . . : Microsoft Hyper-V Network Adapter
   Physical Address. . . . . . . . . : 00-15-5D-32-0C-01
   DHCP Enabled. . . . . . . . . . . : Yes
   Autoconfiguration Enabled . . . . : Yes
   Link-local IPv6 Address . . . . . : fe80::d096:928b:af8c:6ce1%5(Preferred)
   IPv4 Address. . . . . . . . . . . : 192.168.1.103(Preferred)
   Subnet Mask . . . . . . . . . . . : 255.255.255.0
   Lease Obtained. . . . . . . . . . : 29 November 2021 09:14:25
   Lease Expires . . . . . . . . . . : 22 April 2022 14:46:24
   Default Gateway . . . . . . . . . : 192.168.1.254
   DHCP Server . . . . . . . . . . . : 192.168.1.3
   DHCPv6 IAID . . . . . . . . . . . : 100668765
   DHCPv6 Client DUID. . . . . . . . : 00-01-00-01-25-A8-E6-51-00-15-5D-32-0C-01
   DNS Servers . . . . . . . . . . . : 192.168.1.3
   NetBIOS over Tcpip. . . . . . . . : Enabled

For reference 192.168.1.3 is the main DC1 server which is Server 2016 with DNS role installed.


replied 04/16/2022 11:12
Mariette Knap

Mike,

It looks all good to me but can we arrange a meeting to see if something else is going on? Want to understand and help with this issue.


replied 04/16/2022 13:14
Mike Fox

Hi Mariette,

Apologies for the delay had to put this one on hold, whilst we finished another project. Could you let me know when you're free and we can take a look and move this one on please.

Thanks,

Mike


replied 04/28/2022 13:13
Mariette Knap

Mike,

Can we do this tomorrow (Friday) sometime in the afternoon? I will contact you through email to set a schedule.


replied 04/28/2022 13:36
Mike Fox

Hi Mariette,

Thanks for the response tomorrow afternoon is perfect - let me know how you would like to connect.

Thanks,

Mike


replied 04/28/2022 13:38
Mariette Knap

See you tomorrow :)


replied 04/28/2022 14:30
Last Activity 04/29/2022 14:52

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  • Mariette Knap
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