signtool failing to dual sign SHA2 and SHA1 with timestamps

Question

We need to dual sign our binaries with SHA1 and SHA2 using signtool.exe, our certificate supports 256-bit SHA2.

Using the Windows 8 SDK\'s signtool:

e.g.:

Answer 1

The issue is actually way simpler.

The problem is with the time stamp server.

Instead of using signtool.exe with this

/t http://timestamp.comodoca.com 

You need to use it like this for SHA1

/tr http://timestamp.comodoca.com /td sha1

And for SHA256

/tr http://timestamp.comodoca.com/?td=sha256 /td sha256