Outlook search doesn't work when I add "include older results"


I've been seeing this problem since our company's latest update to Office 365.  We're on Version 2008 (Build 13127.21216 Click-to-Run).  


When I search it works as expected.  As soon as I click on "Include older results" I see all the mail in my inbox, not just the items that match my search criteria.

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