Internet Explorer not keeping history?

One of my users is having a problem. He like to have the sites he visits most at his fingertips when he just presses down on the address bar, but it is not populating. History is set at 20 days and AutoComplete is turned on.

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One of my users is having a problem. He like to have the sites he visits most at his fingertips when he just presses down on the address bar, but it is not populating.
 
History is set at 20 days and AutoComplete is turned on. Any common issues with this?
 
Thanks.

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