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Microsoft Outlook Picture attachments (JPGs & PNGs) stop opening

I've been seeing this pop up more and more lately but there's been an issue where, if Outlook is open for more than a few hours, it will stop letting you open picture attachments (clicking a picture results in a brief loading icon on the cursor, then it just goes away and does nothing). Restarting Outlook fixes it until it just happens again. It's fairly annoying and I'm wondering if anyone else has ran into this.

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