Dear Mike Gilbach,
Good day! Thank you for posting to Microsoft Community. We are happy to help you.
Based on your description, I understand that you have a query "Email signatures not working properly after update on or near 6/4". Before we proceed, we need more detailed information about the situation you are experiencing.
Please help us in isolating the issue by providing the following information:
- What version of Outlook are you using? Go to File > Office account > About Outlook. See What version of Outlook do I have? (microsoft.com)
- Have you tried disabling roaming option to check if can help? When you enable Outlook to store your settings in the cloud, settings for your Microsoft 365 account will automatically roam across all your devices that use Outlook for Windows. After disabling roaming options, changes you make in Outlook options will now only be applied to the local device. Refer to Outlook roaming options - Microsoft Support.
- If the issue persists, could you please use the registry settings to turn off the cloud signatures and see if any change happens? Go to RegEdit and navigate to HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Outlook\Setup and create "DisableRoamingSignaturesTemporaryToggle" (DWORD) and change the value to 1.
We look forward to hearing from you; Please understand that our initial reply may not always immediately resolve the issue. However, with your help and more detailed information, we can work together to find a solution. Thank you for your cooperation.
Sincerely,
De Paul | Microsoft Community Moderator