osslsigncode is a small tool that implements part of the functionality of the Microsoft tool signtool.exe - more exactly the Authenticode signing and timestamping. But osslsigncode is based on OpenSSL and cURL, and thus should be able to compile on most platforms where these exist.

Why not use signtool.exe? Because I don't want to go to a Windows machine every time I need to sign a binary - I can compile and build the binaries using Wine on my Linux machine, but I can't sign them since the signtool.exe makes good use of the CryptoAPI in Windows, and these APIs aren't (yet?) fully implemented in Wine, so the signtool.exe tool would fail. And, so, osslsigncode was born.

It can sign and timestamp PE (EXE/SYS/DLL/etc), CAB, CAT and MSI files. It supports the equivalent of signtool.exe's "-j javasign.dll -jp low", i.e. add a valid signature for a CAB file containing Java files. It supports getting the timestamp through a proxy as well. It also supports signature verification, removal and extraction.

This section covers building osslsigncode for Unix-like operating systems. See INSTALL.W32.md for Windows notes.

This step is only needed if osslsigncode was cloned from a git repository. We highly recommend downloading a release tarball instead.

• Install prerequisites on a Debian-based distributions, such as Ubuntu:

  sudo apt update && sudo apt install automake pkg-config

• Install prerequisites on macOS with Homebrew:

  brew install automake pkg-config

• Generate the ./configure script:

  ./bootstrap

• Install prerequisites on a Debian-based distributions, such as Ubuntu:

  sudo apt update && sudo apt install build-essential pkg-config libssl-dev libcurl4-openssl-dev

• Install prerequisites on macOS with Homebrew:

  brew install pkg-config [email protected]
  export PKG_CONFIG_PATH="/usr/local/opt/[email protected]/lib/pkgconfig"

• Configure, build and install osslsigncode:

  ./configure && make && sudo make install

Before you can sign a file you need a Software Publishing Certificate (spc) and a corresponding private key.

This article provides a good starting point as to how to do the signing with the Microsoft signtool.exe:

http://www.matthew-jones.com/articles/codesigning.html

To sign with osslsigncode you need the certificate file mentioned in the article above, in SPC or PEM format, and you will also need the private key which must be a key file in DER or PEM format, or if osslsigncode was compiled against OpenSSL 1.0.0 or later, in PVK format.

To sign a PE 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.digicert.com \
    -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

Only the 'low' parameter is currently supported.

If you want to use PKCS11 token, you should indicate PKCS11 engine and module. An example of using osslsigncode with SoftHSM:

  osslsigncode sign \
    -pkcs11engine /usr/lib64/engines-1.1/pkcs11.so \
    -pkcs11module /usr/lib64/pkcs11/libsofthsm2.so \
    -pkcs11cert 'pkcs11:token=softhsm-token;object=cert' \
    -key 'pkcs11:token=softhsm-token;object=key' \
    -in yourapp.exe -out yourapp-signed.exe

You can check that the signed file is correct by right-clicking on it in Windows and choose Properties --> Digital Signatures, and then choose the signature from the list, and click on Details. You should then be presented with a dialog that says amongst other things that "This digital signature is OK".

(This guide was written by Ryan Rubley)

If you've managed to finally find osslsigncode from some searches, you're most likely going to have a heck of a time getting your SPC and PVK files into the formats osslsigncode wants.

On the computer where you originally purchased your certificate, you probably had to use IE to get it. Run IE and select Tools/Internet Options from the menu, then under the Content tab, click the Certificates button. Under the Personal tab, select your certificate and click the Export button. On the second page of the wizard, select the PKCS #7 Certificate (.P7B) format. This file you export as a *.p7b is what you use instead of your *.spc file. It's the same basic thing, in a different format.

For your PVK file, you will need to download a little utility called PVK.EXE. This can currently be downloaded at

https://www.globalsign.com/support/code-signing/PVK.zip

Run:

  pvk -in foo.pvk -nocrypt -out foo.pem

This will convert your PVK file to a PEM file. From there, you can copy the PEM file to a Linux box, and run:

  openssl rsa -outform der -in foo.pem -out foo.der

This will convert your PEM file to a DER file.

You need the *.p7b and *.der files to use osslsigncode, instead of your *.spc and *.pvk files.

Check whether your your question or suspected bug was already discussed on https://github.com/mtrojnar/osslsigncode/issues. Otherwise, open a new issue.

BUT, if you have questions related to generating spc files, converting between different formats and so on, please spend a few minutes searching on google for your particular problem since many people probably already have had your problem and solved it as well.