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Hi @John Welch
May I ask which Outlook version are you using? I am testing on version 2603 (Build 19822.20114), and it is working fine. You can update your Outlook if you are not on the latest version.
First, go to File > Account Settings > Choose your email address > Change > Set the slider to all right to download all past emails. This will store all emails offline and will enhance search performance. Then restart Outlook.
If the issue persists, you can try rebuilding your indexing.
Close Outlook and open Control Panel > Search Indexing Options > Advanced> click Rebuild.
Note: A Rebuild Index dialog box opens warning that the "index might take a long time to complete." Choose OK to start rebuilding the index.
Please try and let me know if it works for you.
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