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How do I restart Outlook with the cleancategories switch? How do I Upgrade to color categories?

In Outlook, I have categories set for my calendar items. When I try to Search my calendar using the "Search all Calendar Items" box and then try to click Categorized, that button is greyed out on the ribbon. Why isn't this availble to me, but it is for others in my office?

No, in fact, the Search feature did not find the newly categorized item. In fact, at that point, Outlook just sat there 'Searching' for minutes until we closed the search box.

I have a user who has all of her calendar items categorized by her clients. When she tries to search for all items by Category, the results are next to nothing, even though we can see there are 5 items just in this week's calendar. We have gone through the troubleshooter to make sure Search...