GpgOL uses the "overlayer" tool from gpg4win-tools.
It is utilized when a mail is send which has to be encrypted. In that case the overlayer comes up and stays above the mail window while the pinentry window is open.

The pinentry window will appear above the overlay, but no other window can be raised above it. And it is not possible to make the Outlook window smaller while the overlay is active.
This is a problem when people use a password manager for the password which has to be entered in the pinentry. They won't be able to get to their password if the mail and the password manager windows have overlapping positions. Which can happen easily as the default mail compose window size is often almost the whole screen.

Additionally, the overlay is not only on the desktop of the one where Outlook is, but also on the others…

Please check what we can do regarding this. Ideas:

• make the overlay smaller so that the mail window can be resized (in theory, the overlay should check periodically if the window was resized and adapt its size, too)
• keep the overlay to the relevant desktop (though not all Windows installations have the desktop switcher tool)