Hi,
A couple of years I'm using a email Signing Certificates from Sectigo for signing my e-mails. I just renewed my certificate and reinstalled it in Outlook. When I'm sending an new 'normal' e-mail it's signed and working properly.
When I create an email and save it to my concepts and send it after 1 minute I got an error;

This message cannot be signed or encrypted in Microsoft Outlook because you do not have certificates to send messages from your email address
When I press on change security settings I can select my certificate (where now Automatisch / Automatically stands) but the error still occurs.

Outlook version: Outlook 2019 16.0.10371.20060 - 64 bits but also occurs on Outlook 2016. I'm working on an terminal server.






