Exchange On-Prem 2019 / iPadOS 16.1 eMail Broken

Question

Exchange On-Prem 2019 / iPadOS 16.1 eMail Broken

Pam Kimmons 11

I spent a couple of hours on the phone with an Apple Engineer, and we were able to find that 'something' in iPadOS 16.1 has broken syncing with on-premise Exchange Server 2019/on-premise AD, using the apple mail app and Outlook app. They are still looking into it, but they suggested that I also look here to see if maybe there is a security update in the iPadOS that we need to tweak Exchange for.

What we were able to test out/prove:
iPadOS on the same WIFI network and on 5G on <16.1 - mail works fine.
iPadOS on same WIFI network and on 5G on 16.1 and 16.2 beta - mail doesn't work at all.

Restoring iPad to factory doesn't fix it. It happens on MDM and non MDM connected iPads. These iPads were able to connect to mail fine prior to update.

What logs can I look at on Exchange to prove out that Exchange is what is not allowing the iPads to connect?

BenOu-MSFT 586 Reputation points

2022-10-27T08:44:23.143+00:00

Hi! @Pam Kimmons

Exchange ActiveSync is used to let mobile device connect to Exchange Server. So you can check logs on ActiveSync to find out the issue on connection to the iPad.

You also can configure the Exchange mailbox logging for the iPad user , then try to log on again, then use Get-ActiveSyncDeviceStatistics command to check the connection process to find the issue.

For more information about the troubleshooting Exchange ActiveSync, you can reference this Microsoft Document:troubleshoot-activesync-with-exchange-server
BenOu-MSFT 586 Reputation points

2022-10-28T05:11:23.47+00:00

Hi! @Pam Kimmons

I am writing to see how everything is going on with this thread. If the above suggestion helps, please click “Accept as answer” to mark helpful reply as an answer. Your action would be helpful to other users who encounter the same issue and read this thread.

2 answers

Your answer

BenOu-MSFT 586 Reputation points

2022-10-27T08:44:23.143+00:00

Hi! @Pam Kimmons

Exchange ActiveSync is used to let mobile device connect to Exchange Server. So you can check logs on ActiveSync to find out the issue on connection to the iPad.

You also can configure the Exchange mailbox logging for the iPad user , then try to log on again, then use Get-ActiveSyncDeviceStatistics command to check the connection process to find the issue.

For more information about the troubleshooting Exchange ActiveSync, you can reference this Microsoft Document:troubleshoot-activesync-with-exchange-server
BenOu-MSFT 586 Reputation points

2022-10-28T05:11:23.47+00:00

Hi! @Pam Kimmons

I am writing to see how everything is going on with this thread. If the above suggestion helps, please click “Accept as answer” to mark helpful reply as an answer. Your action would be helpful to other users who encounter the same issue and read this thread.

Answer 1

Pam Kimmons 11

I think Fiddler's new version isn't looking at the dll. I had to create the 'Inspectors' folder manually. When I run Fiddler, it is only showing when I open a web browser, it's not showing any of the back end devices that are using Active Sync.

The second issue I have is that there isn't any logging happening even after turning it on. The Exchange ActiveSync mailbox log couldn't be processed: Logs couldn't be retrieved for your mobile device. Make sure your mobile device is synchronizing with Exchange before you start logging again and try to retrieve the logs.

I see your note says Exchange 2013. This doesn't help on 2019.

BenOu-MSFT 586 Reputation points

2022-11-01T02:24:00.653+00:00

Hi! @Pam Kimmons

I have learned the circumstance; I have been doing some research for Exchange ActiveSync Logs, I will reply to you as soon as possible. Please wait for some time.
BenOu-MSFT 586 Reputation points

2022-11-07T06:45:08.24+00:00
Hi!

Did the Exchange ActiveSync for this mailbox be disabled? You can follow the following steps to check it:

In the EAC, navigate to Recipients > Mailboxes. In the list of user mailboxes, click the mailbox that you want to enable or disable Exchange ActiveSync for, and then click Edit icon.

On the mailbox properties page, click Mailbox Features. If it is Enable Exchange ActiveSync status, it would show Disable Exchange ActiveSync option. If it shows Enable Exchange ActiveSync option, please click it.

The new version of Fiddler is maybe now not suitable for Exchange 2019 users to use, but you can try the other two steps to get the logs. The command of Get-ActiveSyncDeviceStatistics will be removed soon in the future of Exchange version, so I would advice you to use Get-MobileDeviceStatistics instead.

Answer 2

Christian Castro 0

Hi Everyone, in my case iPhones connect no problem but iPads are the issue. The mailbox does install properly in the iPad but is not stable, the synchronization never ends. I updates iPad to verision 17 and still same problem. Any ideas?

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Exchange On-Prem 2019 / iPadOS 16.1 eMail Broken

2 answers

Your answer