Friedrich,
Sorry I never saw your response from last year.
Now tackling same issue this year.
If I run this in cmd terminal, it does pop up asking password and succeeds:
"C:\Program Files\Microsoft SDKs\Windows\v7.0\Bin\signtool" sign /tr http://timestamp.sectigo.com /td sha256 /fd sha256 /n "Torrid Technologies, Inc." /a "E:\TorridDataDrive\__PLANCUR\Xojo\RetirementView. exe"
I have attached screenshot of the SB10 digital signature settings as well as a screenshot of the failed output.