Hi JP ,
Welcome to the Microsoft Q&A forum.
Based on your description, when you make changes to your Outlook signature, the changes are sometimes applied and sometimes not.
For New Outlook for Mac, changes to your signature are automatically saved and do not require you to click the Save button. Therefore, this issue may be related to the synchronization process.
In this case, please follow the steps below and let me know whether the issue still occurs:
- Switch to a different Outlook version and then switch back
This can help refresh Outlook's synchronization data.
- If you are using New Outlook, click Help > Revert to Legacy Outlook.
- Create a new Outlook profile
Please try creating a new Outlook profile to check whether the issue still occurs.
To create a new Outlook profile, you can refer to the following article:
Manage profiles or identities in Outlook for Mac | Microsoft SupportManage profiles or identities in Outlook for Mac | Microsoft Support
I hope this information is helpful. Please follow these steps and let me know if it works for you. If not, we can work together to resolve this.
Thank you for your patience and your understanding. If you have any questions or need further assistance, please feel free to share them in the comments on this post so I can continue to support you.
I look forward to continuing the conversation.
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