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27 July 2016 Reply
When running the "signtool" command with the parameters you suggested, I received the following error:
SignTool Error: An unexpected internal error has occurred.
Error information: "Error: SignerSign() failed." (-2145844843/0x80190195)
The reason for this is that StartSSL's timestamp URL has changed. It should be:
signtool sign /f yournamehere.pfx /p yourpasswordhere /tr http://tsa.startssl.com/rfc3161 yourfilehere.exe
Thanks for the comments, I'm glad you found the guide useful. Also thank you for pointing out the URL no longer works - I'll update the article accordingly.
While I still use StartSSL certificates, I don't use their timestamping server so I never noticed it had broke.