Hello danfrombishop,
Thanks for that info and choosing the Apple Support Communities. Based on what you stated, it seems you are experiencing issues with setting up iCloud to work with Outlook on your Windows computer. To help with your situation, please follow the relevant steps from this Apple resource on your issue, starting with the steps below:
If you need help with your Calendar, Contacts and Reminders with iCloud for Windows, try these steps.
When you open iCloud Reminders on your Windows PC, they're labeled Tasks and appear within the Tasks section.
- Close Outlook.
- Open iCloud for Windows.
- Deselect the Mail, Contacts, Calendars & Tasks checkbox and click Apply.
- Wait a few seconds. Select Mail, Contacts, Calendars & Tasks, and click Apply.
- Open Outlook.
The iCloud Outlook Add-in transfers your content between iCloud and Outlook. Follow these steps in Outlook 2010 and later to check and turn on the Add-in:
- Select the File menu.
- Click Options in the left panel.
- Click Add-ins in the left panel of the Outlook Options window.
- Look at the list of add-ins in the Active Application Add-ins section. If the iCloud Add-in is listed uner Inactive or Disabled Add-ins, make sure that Com Add-ins is selected in the drop-down menu next to Manage at the bottom of the window. Then click Go.
- Select the iCloud Outlook Add-in checkbox, then click OK.
- Restart Outlook.
When iCloud is set as your default account in Data Files, your data won't sync between your devices.
- Select File > Info > Account Settings > Data Files.
- If iCloud is listed as the default account in the Comments column, select a different account.
- Click Set as Default.
Turn your computer off and back on.
Get help using Outlook with iCloud for Windows
Cheers!