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Hi @Rousse Jackson
Thank you for posting your question in Microsoft Q&A.
We understand you are encountering an issue with new mails not syncing in Classic Outlook.
Before we dive into troubleshooting, please ensure your Outlook application is fully updated by navigating to:
File > Office Account > Update Options > Update Now.
If the issue persists after updating, run a repair using this guide: Repair Outlook - Microsoft Support
Next, please try removing and re-adding your email account. If the issue still persists, re-check your Cached Exchange Mode settings. You can refer to this guide for detailed steps: Cached Exchange Mode - Microsoft Support
If the issue continues for either version, you could try to create a new Outlook profile, re-add your account to the new profile, and check if the same issue still occurs.
I hope this helps.
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