How can icloud sync with multiple outlook calendars?

I have an outlook calendar syncing to icloud.  But I want to sync another calendar as well and I want to add holidays.  Can this be done with icloud? Or should I go back to yahoo calendar?  Thanks.

It works for millions of users, you are doing it wrong. Read the directions and follow them exactly, no diversions.
Please try to understand that there is NO sync. iCloud is a server to client Dav system, not a client to client sync system.
How does the desktop tell you that "outlook has been set up to sync"
I would like to know the exact conditions that generate that,
So post a screenshot here.

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