Signing Windows application on Linux-based distros

Question

I have prepared an application and website where the customer can set several options for this application before he downloads it. Settings are stored in binary format on the end of the file (appended), then the edited file is sent to the end user. The problem is that the change of "contents" of the file will break the file signature - is there any chance to re-sign this changed file with any command line tools? I've tried to use Microsoft's SignTool, but it does not work properly on Linux.

Answer 1

It's actually quite straight forward to do using Mono's signtool; the tricky part (described in more detail in the linked Mozilla article) is copying the certificate in the correct format from Windows to Linux.

Converting the Windows PFX certificate file to PVK and SPC files, only needs to be done once when copying the certificate from Windows to Linux;

openssl pkcs12 -in authenticode.pfx -nocerts -nodes -out key.pem
openssl rsa -in key.pem -outform PVK -pvk-strong -out authenticode.pvk
openssl pkcs12 -in authenticode.pfx -nokeys -nodes -out cert.pem
openssl crl2pkcs7 -nocrl -certfile cert.pem -outform DER -out authenticode.spc

Actually signing the exe is straight forward;

signcode \
 -spc authenticode.spc \
 -v authenticode.pvk \
 -a sha1 -$ commercial \
 -n My\ Application \
 -i http://www.example.com/ \
 -t http://timestamp.verisign.com/scripts/timstamp.dll \
 -tr 10 \
 MyApp.exe

Answer 2

You can try osslsigncode

To sign an EXE or MSI file you can now do:

osslsigncode sign -certs <cert-file> -key <der-key-file> \
        -n "Your Application" -i http://www.yourwebsite.com/ \
        -in yourapp.exe -out yourapp-signed.exe

or if you are using a PEM or PVK key file with a password together with a PEM certificate:

osslsigncode sign -certs <cert-file> \
        -key <key-file> -pass <key-password> \
        -n "Your Application" -i http://www.yourwebsite.com/ \
        -in yourapp.exe -out yourapp-signed.exe

or if you want to add a timestamp as well:

osslsigncode sign -certs <cert-file> -key <key-file> \
        -n "Your Application" -i http://www.yourwebsite.com/ \
        -t http://timestamp.verisign.com/scripts/timstamp.dll \
        -in yourapp.exe -out yourapp-signed.exe

You can use a certificate and key stored in a PKCS#12 container:

osslsigncode sign -pkcs12 <pkcs12-file> -pass <pkcs12-password> \
        -n "Your Application" -i http://www.yourwebsite.com/ \
        -in yourapp.exe -out yourapp-signed.exe

To sign a CAB file containing java class files:

osslsigncode sign -certs <cert-file> -key <key-file> \
        -n "Your Application" -i http://www.yourwebsite.com/ \
        -jp low \
        -in yourapp.cab -out yourapp-signed.cab