Your Setup Couldn’t Be Started Because Of An Unexpected Error, Fix

You may experience problems with your iCloud Mail, Contacts, and Calendars in Outlook on Windows. One of the most common issues is the setup error message below:

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Your setup couldn’t be started because of an unexpected error.

iCloud setup error

This is an annoying problem because the set up process will stop.

This article explains how you can troubleshoot this Outlook setup error:

Please try each step until your issue is resolved.

1. Restart.

Restart your computer.

2. Sign out and then sign in

  1. Click Cancel and close this message
  2. On the iCloud Control Panel, click Sign Out
  3. And then sign in.

3. Calendar, Contacts, and Reminders

If you see this error message when you attempt to sync your Calendar, Contacts and Reminders. Then try these steps:

  1. Exit Outlook
  2. Launch iCloud for Windows
  3. Unselect the Mail, Contacts, Calendars & Tasks checkbox and click the Apply button. And wait about one minute.
  4. Now select Mail, Contacts, Calendars & Tasks, and click Apply.
  5. Open Outlook and test.

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4. Remove and reinstall

Follow the steps below:

  1. Open the iCloud for Windows control panel
  2. Uncheck everything (Mail, Contacts, and Calendars)
  3. Then log out
  4. Uninstall iCloud for Windows
  5. Reinstall iCloud for Windows (you can download from Apple)
  6. Login
  7. And check Mail, Contacts, Calendars

5. Delete all contacts 

If you are still experiencing this problem when you attempt to sync your contacts, try this tip. Before proceed, however, you may want to backup your contacts. Here is how:

A. Create a backup:

  1. Click File > Open & Export > Import/Export.
  2. Click Export to a file and then select Outlook Data File (.pst)
  3. Click Next and select Contacts
  4. Save the file

B. Delete all contacts:

  1. Open Outlook
  2. Click the users icon (bottom of the page)
  3. Select All Contact (left pane)
  4. Select Delete
  5. Close Outlook and open iCloud for Windows
  6. Select the boxes Mail, Contacts, and Calendars
  7. Then click Apply. This will make all the contacts that are on your phone/iCloud account to transfer back to Outlook.

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Dr. Serhat Kurt worked as a Senior Technology Director. He holds a doctoral degree (or doctorate) from the University of Illinois at Urbana / Champaign and a master’s degree from Purdue University. Here is his LinkedIn profile.

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2 thoughts on “Your Setup Couldn’t Be Started Because Of An Unexpected Error, Fix”

  1. Hi,
    tried all the tip you suggest but no luck so far. Maybe I should take the hint from the one star reviews of iCloud for PC in the Microsoft store!

    If anyone has solved getting your iCloud calendar into Office 365 I’d really like to know!

    • I would like to find a fix for this too. I have tried everything. I changed my password recently and no I cant get Mail and calender to sync. I even deleted the icloud account within outlook in case it was saving my old password.


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