Azure Sign Tool

The below README is based on functionality in main which may not be the same as the latest released version of AzureSignTool. For README information about released versions, please see the README for the version's associated tag. The README for the current release can be found here.

Azure Sign Tool is similar to signtool in the Windows SDK, with the major difference being that it uses Azure Key Vault for performing the signing process. The usage is like signtool, except with a limited set of options for signing and options for authenticating to Azure Key Vault.

Example usage:

AzureSignTool.exe sign -du "https://vcsjones.com" \
  -fd sha384 -kvu https://my-vault.vault.azure.net \
  -kvi 01234567-abcd-ef012-0000-0123456789ab \
  -kvt 01234567-abcd-ef012-0000-0123456789ab \
  -kvs <token> \
  -kvc my-key-name \
  -tr http://timestamp.digicert.com \
  -td sha384 \
  -v \
  -ifl C:\list\of\file\to\sign.txt \
  C:\additional\file\to\sign\program1.exe \
  C:\additional\file\to\sign\program2.exe

The --help or sign --help option provides more detail about each parameter.

A walk-through is available if you're interested on getting set up from scratch.

Installation

AzureSignTool can be installed in a couple of ways.

NuGet Tool

You can install AzureSignTool from NuGet using

dotnet tool install --global --version 6.0.0 AzureSignTool
AzureSignTool.exe

It is recommended to specify an exact version such as 6.0.0, or a latest major-minor, like 6.0.* so that major versions, which often include a breaking change, are not automatically picked up.

Single-file Download

AzureSignTool provides self-contained executables on the GitHub release. For example, to download the v6.0.0 ARM64 installer:

Invoke-WebRequest https://github.com/vcsjones/AzureSignTool/releases/download/v6.0.0/AzureSignTool-arm64.exe -OutFile AzureSignTool.exe
.\AzureSignTool.exe

See latest release for available downloads.

WinGet

AzureSignTool can be install with the WinGet package manager.

winget install vcsjones.azuresigntool

The WinGet package manager installs the same binary this is available from the Single-file Download on the GitHub release. It does not require .NET to be installed.

Which to use?

The NuGet tool offers smaller downloads that will install faster, however requires the .NET 8 SDK to be present on the system. The NuGet tool supports x64, x86, and ARM64.

The single-file downloads do not require .NET to be installed on the system at all, only to be run on a supported version of Windows. They are entirely stand-alone binaries. This makes them useful in places that .NET is not installed at all, such as a CI pipeline that is not .NET-centric or desired. Single-file currently supports x64 and ARM64. If x86 support is needed, the NuGet tool is required.

Parameters

• --azure-key-vault-url [short: -kvu, required: yes]: A fully qualified URL of the key vault with the certificate that will be used for signing. An example value might be https://my-vault.vault.azure.net.

• --azure-key-vault-client-id [short: -kvi, required: possibly]: This is the client ID used to authenticate to Azure, which will be used to generate an access token. This parameter is not required if an access token is supplied directly with the --azure-key-vault-accesstoken option. If this parameter is supplied, --azure-key-vault-client-secret and --azure-key-vault-tenant-id must be supplied as well.

• --azure-key-vault-client-secret [short: -kvs, required: possibly]: This is the client secret used to authenticate to Azure, which will be used to generate an access token. This parameter is not required if an access token is supplied directly with the --azure-key-vault-accesstoken option or when using managed identities with --azure-key-vault-managed-identity. If this parameter is supplied, --azure-key-vault-client-id and --azure-key-vault-tenant-id must be supplied as well.

• --azure-key-vault-tenant-id [short: -kvt, required: possibly]: This is the tenant id used to authenticate to Azure, which will be used to generate an access token. This parameter is not required if an access token is supplied directly with the --azure-key-vault-accesstoken option or when using managed identities with --azure-key-vault-managed-identity. If this parameter is supplied, --azure-key-vault-client-id and --azure-key-vault-client-secret must be supplied as well.

• --azure-key-vault-certificate [short: -kvc, required: yes]: The name of the certificate used to perform the signing operation.

• --azure-key-vault-accesstoken [short: -kva, required: possibly]: An access token used to authenticate to Azure. This can be used instead of the --azure-key-vault-managed-identity, --azure-key-vault-client-id and --azure-key-vault-client-secret options. This is useful if AzureSignTool is being used as part of another program that is already authenticated and has an access token to Azure.

• --azure-key-vault-managed-identity [short: -kvm, required: possibly]: Use the ambiant Managed Identity to authenticate to Azure. This can be used instead of the --azure-key-vault-accesstoken, --azure-key-vault-client-id and --azure-key-vault-client-secret options. This is useful if AzureSignTool is being used on a VM/service/CLI that is configured for managed identities to Azure. Important to mention is that this option leverages the DefaultAzureCredential class which is trying to get a token via multiple options including Visual Studio Credentials and Interactive Browser Authentication.

• --description [short: -d, required: no]: A description of the signed content. This parameter serves the same purpose as the /d option in the Windows SDK signtool. If this parameter is not supplied, the signature will not contain a description.

• --description-url [short: -du, required: no]: A URL with more information of the signed content. This parameter serves the same purpose as the /du option in the Windows SDK signtool. If this parameter is not supplied, the signature will not contain a URL description.

• --timestamp-rfc3161 [short: -tr, required: no]: A URL to an RFC3161 compliant timestamping service. This parameter serves the same purpose as the /tr option in the Windows SDK signtool. This parameter should be used in favor of the --timestamp option. Using this parameter will allow using modern, RFC3161 timestamps which also support timestamp digest algorithms other than SHA1.

• --timestamp-authenticode [short: -t, required: no]: A URL to a legacy "Authenticode" timestamping service. This parameter serves the same purpose as the /t option in the Windows SDK signtool. Using a "Authenicode" timestamping service is deprecated. Instead, use the --timestamp-rfc3161 option.

• --timestamp-digest [short: -td, required: no]: The name of the digest algorithm used for timestamping. This parameter is ignored unless the --timestamp-rfc3161 parameter is also supplied. The default value is sha256. Possible values:

  • sha1
  • sha256
  • sha384
  • sha512

• --file-digest [short: -fd, required: no]: The name of the digest algorithm used for hashing the file being signed. The default value is sha256. Possible values:

  • sha1
  • sha256
  • sha384
  • sha512

• --additional-certificates [short: -ac, required: no]: A list of paths to additional certificates to aide in building a full chain for the signing certificate. Azure SignTool will build a chain, either as deep as it can or to a trusted root. This will also use the Windows certificate store, in addition to any certificates specified with this option. Specifying this option does not guarantee the inclusion of the certificate, only if it is part of the chain. To include multiple certificates, specify this option mulitple times, such as -ac file1.cer -ac file2.cer. The files specified must be public certificates only. They cannot be PFX, PKCS12 or PFX files.

• --verbose [short: -v, required: no]: Include additional output in the log. This parameter does not accept a value and cannot be combine with the --quiet option.

• --quiet [short: -q, required: no]: Do not print output to the log. This parameter does not accept a value and cannot be combine with the --verbose option. The exit code of the process can be used to determine success or failure of the sign operation.

• --continue-on-error [short: -coe, required: no]: If multiple files to sign are specified, this flag will cause the signing process to move on to the next file when signing fails. This flag modifies the exit code of the program. See the Exit Codes section for more information.

• --input-file-list [short: -ifl, required: no]: Specifies a path to a text file which contains a list of files to sign, with one file per-line in the text file. If this parameter is specified, it is combined with files directly specified on the command line. The distinct result of the two options is signed.

• --skip-signed [short: -s, required: no]: If a file is already signed it will be skipped, rather than replacing the existing signature.

• --append-signature [short: -as, required: no]: When specified the signing process adds a signature to an existing signature instead of replacing it. Requires Windows 11 or later.

Advanced

• --page-hashing [short: -ph, required: no]: Causes the Authenticode signing process to generate hashes of pages for verifying when the application is paged in to memory. If this flag is omitted, the default configuration for the operating system will be used. This flag will not affect non-PE file formats.

• ---no-page-hashing [short: -nph, required: no]: Causes the Authenticode signing process to exclude hashes of pages for verifying when the application is paged in to memory. If this flag is omitted, the default configuration for the operating system will be used. This flag will not affect non-PE file formats.

• --max-degree-of-parallelism [short: -mdop, required: no]: When signing multiple files, specifies the maximum number of concurrent operations. Setting this value does not guarentee that number of concurrent operations will be performed. If this value is unspecified, the system will use the default based on the number of available processor threads. Setting this value to "1" disable concurrent signing.

In most circumances, using the defaults for page hashing is recommended, which can be done by simply omitting both of the parameters.

Supported Formats

This tool uses the same mechanisms for signing as the Windows SDK signtool. It will support the same formats as signtool supports. However, the formats that azuresigntool and signtool support vary by operating system and which Subject Interface Packages are present on the system.

Exit Codes

The exit code is an HRESULT. Successfully signing produces a result of S_OK ("0"). If all files fail to sign, the exit code is 0xA0000002. If some were signed successfully, the exit code is 0x20000001.

Cancellation

The standard Ctrl+C key sequence is used to cancel the signing. Any in-flight signing operations are finished, then the process exits with a status code according to the complete signing operations.

Requirements

Windows 10 or Windows Server 2016 is required. Some features require later versions of Windows.