Mail App For Mac With Exchange Support
We are using exchange 2016. Mac users keeps on disconnecting on exchange using mac mail. The issue is reported to Microsoft.
Below is a summary of the case.
Symptom: MacBook apple mail always disconnect on exchange server
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Cause: Autodiscover process not correctly handle by MacBook
Resolution:
- Checked that all server components and services were ok
- Checked that the mail flow was ok
All VPN client traffic will be passed through your server’s public IP.Prerequisites:. 
- Checked on IIS Default Web Site and Back End Site have the correct bindings and certificates assigned (Default: Public Certificate, BackEnd: Microsoft Exchange Certificate).
- Checked authentication and other settings on the EWS Virtual Directory, since MacBook will use this VD to connect to Exchange but was everything ok
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- Customer confirmed that Outlook clients, mobile devices and OWA are working correctly.
- Recreated the issue by removing the profile on the Macbook and create a new one, and checked that was not able to correctly configured, and was presenting a Self-Signed Certificate, not the Public one.
- Testing on our MacBook but is getting a wrong certificate: Remote Certificate Subject: CN=sl17.sahara.net.sa, OU=PositiveSSL, OU=Domain Control Validated, Issuer: CN='cPanel, Inc. Certification Authority', O='cPanel, Inc.', L=Houston, S=TX, C=US
-Testing on ExRCA allowing automatic configuration using Autodiscover ended up with error when sync
-Testing on ExRCA manually selection the EWS website, perform all steps successfully (because we are bypassing the autodiscover, providing directly the rootdomain test of Autodiscover)
Mail App For Mac With Exchange Support Center
-Showed on ExRCA that the first certificate was not the correctly one and the MAC was stuck on the first step of the Autodiscover
- This will also affect the MacBook that will try to connect using IMAP
-Outlook clients, will eventually connect because, they will first attempt to connect to https://domain.com.sa/autodiscover/autodiscover.xml and next step will be: https://autodiscover.domain.com.sa/autodiscover/autodiscover.xml . However, Mac users stuck on the first process., taking the wrong certificate.
- For Windows machines we can avoid that behavior but that is not possible on Mac I am afraid.
- Unfortunately, It is well known that Mac products are not working 100% with Microsoft products such us Exchange, ActiveSync issues, Autodiscover issues among others.
Best Mail Apps For Mac
MacBook Pro, OS X Yosemite (10.10.5)
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