Sometimes Outlook may need to be re-installed or repaired in order to fix certain problems. The problem may have started after upgrading Outlook, installing add-ins, or other possible changes on your system. To repair the Outlook installation follow these steps:
Windows App Store Outlook (Centennial)

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Repair:

I have a 2012 Mac Mini running the most current Mac OSX.

1. From Start select Settings to launch Windows Settings
2. From Windows Settings choose Apps. (It might take a few moments for the Apps list to load)
3. Find Microsoft Office Desktop Apps on the list and select it.
4. Select Advanced Options and in the menu that opens choose Repair.

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Re-install:

1. From Start select Settings to launch Windows Settings
2. From Windows Settings choose Apps. (It might take a few moments for the Apps list to load)
3. Find Microsoft Office Desktop Apps on the list and select it.
4. Select Uninstall. Once complete reinstall the Office Suite from the Windows App Store.

Outlook 2010/2013/2016/2019/365

1. Open up the Control Panel on your PC (and show All Control Panel items, if necessary) and click on Programs, then Programs and Features.
2. Find Microsoft Office 2010/2013/2016/2019 in the list and highlight it. (Selection also say Microsoft Office 365)
3. Click Change.
4. Select Repair and Continue then follow the prompts.
5. After the repair is finished, please try the sync again.

Outlook 2007

1. Open Microsoft Office 2007.
2. On the Help menu, click Office Diagnostics.
3. Click Continue, and then Start Diagnostics.

Outlook 2003

1. Open Control Panel (Start>Settings>Control Panel)
2. Select Add or Remove Programs.
3. Select Microsoft Office/Outlook
4. Click the Change.
5. Select the Reinstall or Repair button, click Next.
6. Select Detect and Repair.
7. Click Install and follow any prompts provided by the repair tool.

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