This feels like a bug, a bug that I am stuck in, a bug that I suspect other users have experienced. I have created new profiles in Outlook and set them as default, added all email account to the new profile only to have iCloud abort again. I suspect Microsoft felt they needed iCloud under their roof.I'm frustrated. As long as it was Apple intellectual property it worked. Back then you downloaded iCloud for Windows from Apple, now you download from Microsoft which my gut is telling me is part of the problem. The last time I did this was years ago, the last time I bought a new machine. I installed iCloud for Windows and in the iCloud control panel tell it to include Mail, Contacts, Calendars and Tasks with Outlook. Outlook only has one profile and it is the default. I recently purchased a new laptop and as part of the setup, decided to 'upgrade' from Outlook 2016 to Outlook in Office 365. No matter which Windows user is selected when installing iCloud for Windows, when it comes time to integrate with Outlook, it aborts and says 'Outlook doesn't have a default profile defined' which is poppycock.

Help please, iCloud for Windows - Outlook default profile setup and configuration I have been fighting an install of iCloud for Windows for weeks.

Icloud calendar outlook 2016 mac