Outlook for Mac

Hi @Salandra, Joseph C, 

I hope you are doing well today. 

Based on the information you shared, it appears that auto-capitalization stopped working in the New Outlook for Mac after you updated to version 16.108. I understand how disruptive this can be, especially when it affects a feature you rely on during everyday communication, and I appreciate you taking the time to report it. 

To investigate, I carefully reviewed your details and then tested the same scenario in my own environment. However, I was not able to reproduce the behavior on Outlook for Mac. Therefore, the next best step is to engage a support channel that can review device-specific diagnostics and application-level signals that are not available within the community. 

Given these findings, I recommend reaching out to the support team for additional assistance using one of the options below: 

1/ Contact in-app support 

• In New Outlook for Mac, go to Help > Contact Support. 
• This team has access to specialized diagnostic tools and deeper product insights, which can help investigate Outlook-specific behavior and provide more targeted guidance. 
   

2/ Create a support ticket via the Microsoft 365 admin center (admin role required)

• If you don’t have an admin role, please contact your Microsoft 365 administrator and ask them to submit a support ticket on your behalf. 
• For detailed instructions on how to get support, please refer to Get support - Microsoft 365 admin. If you don't know who your IT administrator is, please refer to this article: How do I find my Microsoft 365 admin? - Microsoft Support   

As community moderators, we appreciate your understanding that our access to internal development details is limited. Our primary role is to guide users toward the appropriate resources and support channels. While we may not have visibility into deeper backend analysis, we’ll continue doing our best to support you within the scope of our responsibilities.        

I know this isn't the answer you were hoping for, and it's disappointing when the solutions aren't straightforward. Please know that as a forum moderator, directing you to the correct, specialized support is the most effective help I can provide from my position. 

I truly hope this helps point you in the right direction and that the issue is resolved soon. Should there be any updates on this matter that I’m able to share, I’ll be sure to do so here. 

Thank you for your patience and understanding. Wishing you a wonderful day. 

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Auto-capitalization behavior in Outlook for Mac is controlled by the AutoCorrect settings. After an update (such as 16.108), these settings can change or be reset, so auto capitalization may stop working until reconfigured.

To verify and re-enable the feature in Outlook for Mac:

1. Open Outlook for Mac.
2. On the Outlook menu, select Preferences.
3. Select AutoCorrect.
4. Make sure Replace text as you type is selected.

If auto capitalization still does not work after confirming this setting, install the latest Outlook for Mac update, as recent builds often contain fixes for editor and composition issues. Use Help → Check for Updates on Mac to ensure the client is fully up to date.

References:

• Turn AutoCorrect on or off in Outlook for Mac
• Fix for Outlook for Mac stability issues