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Outlook, iCloud, and Contacts
I last wrote about managing contacts in Outlook mobile in March 2017. Lots has happened since, especially to expand the functionality of Outlook mobile. But one thing that hasn’t changed is the frustration of multiple contacts in Outlook for iOS. I can’t say if the same thing happens in Outlook for Android because I have never used that client (in anger).
In any case, to set the context for iOS, we know that synchronization of Outlook contacts is one-way from Exchange Online to the device. Outlook for iOS needs a synchronization target to get contacts to the native contacts app. Often iOS contacts are stored in iCloud. In this case, Outlook synchronizes contacts to the contacts app and the contacts app then synchronizes to iCloud.
One advantage of storing contacts in iCloud is that this handles contact synchronization with multiple Apple devices (for example, an iPhone and an iPad). However, in this scenario, Microsoft recommends that contacts for an account are only saved on one device as otherwise the potential for contact duplication becomes very high.
Originally you could only add, update, or remove contacts through Outlook desktop or OWA, but in 2017 Microsoft added the ability to add, edit, and delete contacts through mobile clients. Contacts added through the iOS contacts app aren’t known to Outlook and therefore don’t synchronize back to the contacts folder in the user’s mailbox.
Outlook Contact Synchronization
Updates made in Outlook contacts (in desktop, OWA, or mobile) are synchronized by Outlook mobile to the iOS contacts app. Outlook must be running in the foreground (or active in memory) for synchronization to occur. Outlook contacts are clearly marked when viewed through the iOS contacts app because Outlook creates an application-specific link for the contact (Figure 1). When clicked, the link opens Outlook and displays the contact details.
The contact synchronization mechanism is different in Outlook for Android and isn’t handled here. However, the basics are similar. Outlook synchronizes with the native contact app and handles contact updates processed on the device.
Synchronization Woes
Synchronization glitches can happen from time to time. Microsoft is working with Apple to resolve why errors occur, especially in synchronization of Outlook contacts from iCloud to multiple devices. Making sure that Outlook mobile only saves contacts for an account on a single device is an easy step to limit the potential for duplication.
The symptoms of synchronization glitches might not be immediately obvious. In fact, they’re more likely to accrue over time. One day you might realize that something’s up when you look at your iOS contacts and find that duplicate contacts exist or that a bug caused bad contacts to be created. For instance, Figure 2 shows that a set of contacts are listed as “Microsoft.” This came about when I updated a bunch of contacts in Outlook to set their company to be Microsoft.
The Solution
One solution is to wait 24 hours for Outlook’s internal contact reconciliation process to run. The reconciliation process is designed to iron out synchronization problems. Most people aren’t aware that the process runs in the background to do things like quashing duplications, so you can leave Outlook alone to solve any problems it finds.
Those who want more immediate action can run one of the many duplicate contact detection and merge apps available in the iOS app store. However, Outlook is the master source for its contacts, so fixing issues on the device isn’t a good solution. Sometimes you need to go all in and have Outlook resynchronize all its contacts to the device. Here’s how to force a complete resynchronization:
Disable Save Contacts
In Outlook for iOS, open Settings and select your Exchange Online mailbox. Turn the Save Contacts slider (Figure 3) to Off. You’ll be asked what to do with the Outlook contacts saved on your iPhone. Select Delete from my iPhone. The last time I cleaned up, Outlook removed 1,522 contacts (most of these are synchronized from LinkedIn).
Check Contacts
Open the iOS Contacts app and check that the problems previously observed are resolved. If not, you can force a complete resynchronization with Outlook with these steps:
- Go to the Help and Feedback section of Outlook settings.
- In the Troubleshooting section, select Delete All Saved Contacts.
Outlook reports that it will retain the contacts and only remove them from the contacts app (and subsequently from iCloud) and the device (Figure 4).
Then go back to Settings, select your Exchange Online account, and reenable Save Contacts for the mailbox to restart the synchronization. You’ll be asked if you want to save your Outlook contacts to your device. Once you confirm, Outlook mobile will download the contacts from your Exchange Online mailbox to the device. You might see a prompt to plug in to a power source while this happens. I never had a problem running this process several times at different states of device power, but I guess it might be a factor if you wanted to resynchronize thousands of Outlook contacts over a slow connection.
Validate Your Contacts and Good to Go
The last step is to check contacts through the iOS app. At this point, you should see contacts that you have added on the device (or indeed, those added by Siri) and the set synchronized by Outlook. The process described above is a sort of fundamental reset to resolve all the synchronization errors since the last full download. Although I can’t guarantee it will work for you, and it won’t do anything to fix errors in contacts added manually, it’s done a good job for me.
Client-side stuff can be terribly specific to a device and versions of the app and operating system. We tend to stay away from this level of detail about mobile apps in the Office 365 for IT Pros eBook, but we like the ability to publish stuff like this here.

