Code Signing
I've been battling with Azure Key Vault and Azure Pipelines to get our code signed, and succeeded. So here's what I found out.
Critically, Extended Validation (EV) certificates used for code signing are very different animals to 'normal' SSL certificates. The standard ones can be exported as much as you like, which means you can upload it to Azure Pipelines and use it with the standard Microsoft Sign Tool.
However, once an EV certificate is in Azure Key Vault, it isn't coming out in any usual fashion. You must call it from Pipelines using the excellent Azure Sign Tool as discovered by Anodyne above
Get your certificate into Key Vault. You can use any certificate authority you like to generate the certificate, as long as they understand that you'll need an EV certificate, and critically one that has a hardware security module (HSM), and not one with a physical USB key. Any cloud based system like Key Vault will need an HSM version.
To get the permissions to access this certificate externally you can follow this page but beware it misses a step. So read that document first, then these summarised steps, to get the Key Vault set up:
- Open the Azure portal, go to the
Azure Active Directory
area, and create an App registration
: put in a memorable name, ignore the Redirect URI
, and save it.
- Go to your specific
Key Vault
, then Access control (IAM)
, then Add role assignment
. Type the name of the app you just created into the select
input box. Also choose a Role
, I suggest Reader
and then save.
- The Missing Part: Still in the Key Vault, click the
Access policies
menu item. Click Add Access Policy
and add your application. The Certificate Permissions
need to have the Get
ticked. And the Key Permissions
, despite the fact that you may not have any keys at all in this vault, need to have Get
and Sign
. You would have thought these two would be in the certificate perms...
- Go back to the application you just created. Select the
Certificates & secrets
, and either choose to upload a certificate (a new one purely for accessing the Key Vault remotely) or create a client secret
. If the latter, keep a copy of the password, you won't see it again!
- In the
Overview
section of the app will be the Application (client) ID
. This, and the password or certificate, is what will be fed to the Azure Sign Tool later on in a Pipelines task.
Handling the actual code signing from Azure requires a number of steps. The following applies to Microsoft hosted agents, although similar issues will affect any private agents that you have.
The Azure Sign Tool needs the .NET Core SDK to be installed, but a version that's at least version 2.x, and since the latest .NET Core SDK is always used, this means as long as the version of Windows is current enough, you don't need to install it yourself. And you can see which version of the SDK is shipped with which Windows agent.
The current Hosted
OS version in Azure Pipelines, also called Default Hosted
, is, at the time of writing, Windows Server 2012 R2. Which isn't up to date enough. Installing a newer .NET Core SDK to overcome this is a time drag on every build, and although the installation works, calling the Azure Sign Tool may not work. It seems to be finding only older versions of the SDK, and throws this error: Unable to find an entry point named 'SignerSignEx3' in DLL 'mssign32'.
So the easiest thing to do is change your build to use a later OS image. Windows 2019 works like a charm. And there is no need to install any version of .NET Core.
Then create a command line task to install the Azure Sign Tool. You can use a .NET Core CLI task as well, but there is no need. In the task, type this:
set DOTNET_SKIP_FIRST_TIME_EXPERIENCE=true
dotnet tool install --global AzureSignTool --version 2.0.17
Naturally using whichever version that you want.
The DOTNET_SKIP_FIRST_TIME_EXPERIENCE environment variable isn't strictly necessary, but setting it speeds things up quite a bit (see here for an explanation).
Finally, create another command line task and type in the Azure Sign Tool command that you wish to run with. On Windows this would be something like below, note with ^
not /
as a line continuation marker. Naturally, see here for more parameter information:
AzureSignTool.exe sign -du "MY-URL" ^
-kvu https://MY-VAULT-NAME.vault.azure.net ^
-kvi CLIENT-ID-BIG-GUID ^
-kvs CLIENT-PASSWORD ^
-kvc MY-CERTIFICATE-NAME ^
-tr http://timestamp.digicert.com ^
-v ^
$(System.DefaultWorkingDirectory)/Path/To/My/Setup/Exe
And in theory, you should have success! The output of the sign tool is rather good, and usually nails where the problem is.
Re-issuing Certificates
If you need to re-issue a certificate, the situation is quite different.
In Azure, go to the certificate and click on it, opening a page showing the versions of that certificate, both current and older versions.
Click the 'New Version' button, probably accepting the defaults (depending on the choices you wish to make) and click 'Create'.
This takes you back to the Versions page, and there will be a message box stating 'The creation of certificate XXXX is currently pending'. Click there (or on the 'Certificate Operation' button) to open the 'Certificate Operation' side page. Once there, download the CSR (certificate signing request).
In GlobalSign, follow their instructions to re-issue the existing certificate. Once it has been re-issued, they will send an email describing how to download it.
Log into GlobalSign again, and after entering the temporary password, open the CSR and copy the whole text (which starts with -----BEGIN CERTIFICATE REQUEST-----
) into GlobalSign. Submit it.
Download using the 'Install My Certificate' button. Then in the Azure 'Certificate Operation' side page - use the 'Merge Signed Request' button that to upload the .CER file to Azure. This creates the new version of the certificate.
Disable the old version of the certificate.