Using Classic Outlook on Windows for personal email, calendar, and contact management
Dear Mike Gilbach,
Apologize for late reply and thank for your reply with the answers to the requested troubleshooting information.
Basically, there are two Registry settings to disable the feature, if the first one doesn't work, it appears that the settings are in Group policy, please use the second also as in Outlook roaming signatures - Microsoft Support; setting this DWORD value to 1 will disable the feature and prevent signature migration upon rollout. Device administrators can choose to use its corresponding Group Policy location to the same effect:
- Path: HKEY_CURRENT_USER\SOFTWARE\Policies\Microsoft\Office\16.0\Outlook\Setup
- DWORD: DisableRoamingSignatures
- Value: 1
This signature settings were last modified on June 6 as shared on Microsoft 365 Roadmap | Microsoft 365, and it may be the reason why you are experiencing this issue.
In the case that you have any more queries or issues, please do not be hesitant about posting on the Microsoft Community Team. We are pleased to assist you. Your cooperation and kindness are much appreciated. Stay Safe!
Sincerely,
De Paul | Microsoft Community Moderator