Step 1: Review Your Packages

Step 2: Choose Your Integration Method

Step 3: Copy Your Script or Download Config

Option 1: Copy Script

Option 2: Download Config

Step 4: Setup Your Environment

1. Ensure you are set for organizational deployment

Please see the organizational deployment guide

2. Get the package into your environment

Option 1: Cached Package (Unreliable, Requires Internet - Same As Community)

Open Source or Commercial:
- Proxy Repository - Create a proxy nuget repository on Nexus, Artifactory Pro, or a proxy Chocolatey repository on ProGet. Point your upstream to https://community.chocolatey.org/api/v2/. Packages cache on first access automatically. Make sure your choco clients are using your proxy repository as a source and NOT the default community repository. See source command for more information.
- You can also just download the packages and push them to a repository
  Download Packages

Option 2: Internalized Package (Reliable, Scalable)

Open Source
- Download the packages:
  Download Packages
- Follow manual internalization instructions
Package Internalizer (C4B)
- Run: (additional options)
- For package and dependencies run:
- Automate package internalization

Step 5: Copy Your Script

See options you can pass to upgrade.

See best practices for scripting.

Add this to a PowerShell script or use a Batch script with tools and in places where you are calling directly to Chocolatey. If you are integrating, keep in mind enhanced exit codes.

If you do use a PowerShell script, use the following to ensure bad exit codes are shown as failures:

If Applicable - Chocolatey Configuration/Installation


## 1. REQUIREMENTS ##
### Here are the requirements necessary to ensure this is successful.

### a. Internal/Private Cloud Repository Set Up ###
#### You'll need an internal/private cloud repository you can use. These are
####  generally really quick to set up and there are quite a few options.
####  Chocolatey Software recommends Nexus, Artifactory Pro, or ProGet as they
####  are repository servers and will give you the ability to manage multiple
####  repositories and types from one server installation.

### b. Download Chocolatey Package and Put on Internal Repository ###
#### You need to have downloaded the Chocolatey package as well.
####  Please see https://chocolatey.org/install#organization

### c. Other Requirements ###

#### We initialize a few things that are needed by this script - there are no other requirements.
$ErrorActionPreference = "Stop"

#### Set TLS 1.2 (3072) as that is the minimum required by various up-to-date repositories.
#### Use integers because the enumeration value for TLS 1.2 won't exist
#### in .NET 4.0, even though they are addressable if .NET 4.5+ is
#### installed (.NET 4.5 is an in-place upgrade).
[System.Net.ServicePointManager]::SecurityProtocol = [System.Net.ServicePointManager]::SecurityProtocol -bor 3072

#### We use this variable for future REST calls.
$RequestArguments = @{
    UseBasicParsing = $true
}

## 2. TOP LEVEL VARIABLES ##

### a. Your internal repository url (the main one). ###
####  Should be similar to what you see when you browse
#### to https://community.chocolatey.org/api/v2/
$NugetRepositoryUrl = "INTERNAL REPO URL"

### b. Internal Repository Credential ###
#### If required, add the repository access credential here
# $NugetRepositoryCredential = [PSCredential]::new(
#     "username",
#     ("password" | ConvertTo-SecureString -AsPlainText -Force)
# )
# $RequestArguments.Credential = $NugetRepositoryCredential

### c. Chocolatey nupkg download url ###
#### This url should result in an immediate download when you navigate to it
$ChocolateyDownloadUrl = "$($NugetRepositoryUrl.TrimEnd('/'))/package/chocolatey.2.4.3.nupkg"

### d. Chocolatey Central Management (CCM) ###
#### If using CCM to manage Chocolatey, add the following:
#### i. Endpoint URL for CCM
# $ChocolateyCentralManagementUrl = "https://chocolatey-central-management:24020/ChocolateyManagementService"

#### ii. If using a Client Salt, add it here
# $ChocolateyCentralManagementClientSalt = "clientsalt"

#### iii. If using a Service Salt, add it here
# $ChocolateyCentralManagementServiceSalt = "servicesalt"

## 3. ENSURE CHOCOLATEY IS INSTALLED ##
### Ensure Chocolatey is installed from your internal repository

#### Download the Nupkg, appending .zip to the filename to handle archive cmdlet limitations
if (-not (Get-Command choco.exe -ErrorAction SilentlyContinue)) {
    $TempDirectory = Join-Path $env:Temp "chocolateyInstall"
    if (-not (Test-Path $TempDirectory -PathType Container)) {
        $null = New-Item -Path $TempDirectory -ItemType Directory
    }
    $DownloadedNupkg = Join-Path $TempDirectory "$(Split-Path $ChocolateyDownloadUrl -Leaf).zip"
    Invoke-WebRequest -Uri $ChocolateyDownloadUrl -OutFile $DownloadedNupkg @RequestArguments

    #### Extract the Nupkg, and run the chocolateyInstall script
    if (Get-Command Microsoft.PowerShell.Archive\Expand-Archive -ErrorAction SilentlyContinue) {
        Microsoft.PowerShell.Archive\Expand-Archive -Path $DownloadedNupkg -DestinationPath $TempDirectory -Force
    } else {
        # PowerShell versions <4.0 do not have this function available
        try {
            $shellApplication = New-Object -ComObject Shell.Application
            $zipPackage = $shellApplication.NameSpace($DownloadedNupkg)
            $destinationFolder = $shellApplication.NameSpace($TempDirectory)
            $destinationFolder.CopyHere($zipPackage.Items(), 0x10)
        } catch {
            Write-Warning "Unable to unzip package using built-in compression."
            throw $_
        }
    }

    & $(Join-Path $TempDirectory "tools\chocolateyInstall.ps1")
}

if (-not (Get-Command choco.exe -ErrorAction SilentlyContinue)) {
    refreshenv
}

## 4. CONFIGURE CHOCOLATEY BASELINE ##
### a. FIPS Feature ###
#### If you need FIPS compliance - make this the first thing you configure
#### before you do any additional configuration or package installations
# choco feature enable -n useFipsCompliantChecksums

### b. Apply Recommended Configuration ###
#### Move cache location so Chocolatey is very deterministic about
#### cleaning up temporary data and the location is secured to admins
choco config set --name cacheLocation --value C:\ProgramData\chocolatey\cache

#### Increase timeout to at least 4 hours
choco config set --name commandExecutionTimeoutSeconds --value 14400

#### Turn off download progress when running choco through integrations
choco feature disable --name showDownloadProgress

### c. Sources ###
#### Remove the default community package repository source
choco source list --limitoutput | ConvertFrom-Csv -Header 'Name', 'Location' -Delimiter '|' | ForEach-Object {
    if ($_.Location -eq 'https://community.chocolatey.org/api/v2/') {
        choco source remove -n $_.Name
    }
}

#### Add internal default sources
#### You could have multiple sources here, so we will provide an example
#### of one using the remote repo variable here

#### NOTE: This EXAMPLE may require changes
if ($NugetRepositoryCredential) {
    choco source add --name ChocolateyInternal --source $NugetRepositoryUrl --user $NugetRepositoryCredential.UserName --password $NugetRepositoryCredential.GetNetworkCredential().Password --priority 1
} else {
    choco source add --name ChocolateyInternal --source $NugetRepositoryUrl --priority 1
}

### b. Keep Chocolatey Up To Date ###
#### Keep chocolatey up to date based on your internal source
#### You control the upgrades based on when you push an updated version
####  to your internal repository.
#### Note the source here is to the OData feed, similar to what you see
####  when you browse to https://community.chocolatey.org/api/v2/
choco upgrade chocolatey --confirm

## 5. ENSURE CHOCOLATEY FOR BUSINESS ##
### If you don't have Chocolatey for Business (C4B), you'll want to remove from here down.

### a. Ensure The License File Is Installed ###
#### Create a license package using script from https://docs.chocolatey.org/en-us/how-tos/setup-offline-installation#exercise-4-create-a-package-for-the-license
choco install chocolatey-license --source $NugetRepositoryUrl --confirm

### b. Disable The Licensed Source ###
#### The licensed source cannot be removed, so it must be disabled.
#### This must occur after the license has been set by the license package.
if ("chocolatey-license" -in (choco list --localonly --limitoutput | ConvertFrom-Csv -Header "Name" -Delimiter "|").Name) {
    choco source disable --name chocolatey.licensed
} else {
    Write-Warning "Not disabling 'chocolatey.licensed' feed, as Chocolatey-License has not been installed."
}

### c. Ensure Chocolatey Licensed Extension ###
#### You will have downloaded the licensed extension to your internal repository
#### as you have disabled the licensed repository in step 5b.

#### Ensure the chocolatey.extension package (aka Chocolatey Licensed Extension)
if ("chocolatey-license" -in (choco list --localonly --limitoutput | ConvertFrom-Csv -Header "Name" -Delimiter "|").Name) {
    choco install chocolatey.extension --source $NugetRepositoryUrl --confirm
} else {
    Write-Warning "Not installing 'chocolatey.extension', as Chocolatey-License has not been installed."
}

#### The Chocolatey Licensed Extension unlocks all of the following, which also have configuration/feature items available with them. You may want to visit the feature pages to see what you might want to also enable:
#### - Package Builder - https://docs.chocolatey.org/en-us/features/paid/package-builder
#### - Package Internalizer - https://docs.chocolatey.org/en-us/features/paid/package-internalizer
#### - Package Synchronization (3 components) - https://docs.chocolatey.org/en-us/features/paid/package-synchronization
#### - Package Reducer - https://docs.chocolatey.org/en-us/features/paid/package-reducer
#### - Package Audit - https://docs.chocolatey.org/en-us/features/paid/package-audit
#### - Package Throttle - https://docs.chocolatey.org/en-us/features/paid/package-throttle
#### - CDN Cache Access - https://docs.chocolatey.org/en-us/features/paid/private-cdn
#### - Branding - https://docs.chocolatey.org/en-us/features/paid/branding
#### - Self-Service Anywhere (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/self-service-anywhere
#### - Chocolatey Central Management (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/chocolatey-central-management
#### - Other - https://docs.chocolatey.org/en-us/features/paid/

### d. Ensure Self-Service Anywhere ###
#### If you have desktop clients where users are not administrators, you may
#### to take advantage of deploying and configuring Self-Service anywhere
choco feature disable --name showNonElevatedWarnings
choco feature enable --name useBackgroundService
choco feature enable --name useBackgroundServiceWithNonAdministratorsOnly
choco feature enable --name allowBackgroundServiceUninstallsFromUserInstallsOnly
choco config set --name allowedBackgroundServiceCommands --value "install,upgrade,uninstall"

### e. Ensure Chocolatey Central Management ###
#### If you want to manage and report on endpoints, you can set up and configure
### Central Management. There are multiple portions to manage, so you'll see
### a section on agents here along with notes on how to configure the server
### side components.
if ($ChocolateyCentralManagementUrl) {
    choco install chocolatey-agent --source $NugetRepositoryUrl --confirm
    choco config set --name CentralManagementServiceUrl --value $ChocolateyCentralManagementUrl
    if ($ChocolateyCentralManagementClientSalt) {
        choco config set --name centralManagementClientCommunicationSaltAdditivePassword --value $ChocolateyCentralManagementClientSalt
    }
    if ($ChocolateyCentralManagementServiceSalt) {
        choco config set --name centralManagementServiceCommunicationSaltAdditivePassword --value $ChocolateyCentralManagementServiceSalt
    }
    choco feature enable --name useChocolateyCentralManagement
    choco feature enable --name useChocolateyCentralManagementDeployments
}

See docs at https://docs.ansible.com/ansible/latest/modules/win_chocolatey_module.html.

If Applicable - Chocolatey Configuration/Installation


## 1. REQUIREMENTS ##
### Here are the requirements necessary to ensure this is successful.

### a. Internal/Private Cloud Repository Set Up ###
#### You'll need an internal/private cloud repository you can use. These are
####  generally really quick to set up and there are quite a few options.
####  Chocolatey Software recommends Nexus, Artifactory Pro, or ProGet as they
####  are repository servers and will give you the ability to manage multiple
####  repositories and types from one server installation.

### b. Download Chocolatey Package and Put on Internal Repository ###
#### You need to have downloaded the Chocolatey package as well.
####  Please see https://chocolatey.org/install#organization

### c. Other Requirements ###
#### i. chocolatey.chocolatey
##### You will require the chocolatey.chocolatey collection to be installed
##### on all machines using this playbook.
##### Please see https://github.com/chocolatey/chocolatey-ansible/#installing-the-collection-from-ansible-galaxy

- name: Install and Configure Chocolatey
  hosts: all

## 2. TOP LEVEL VARIABLES ##
  vars:

### a. Your internal repository url (the main one). ###
####  Should be similar to what you see when you browse
#### to https://community.chocolatey.org/api/v2/
    nuget_repository_url: INTERNAL REPO URL

### b. Internal Repository Credential ###
#### If required, add the repository access credential here and
#### uncomment lines with source_username and source_password below
#    nuget_repository_username: username
#    nuget_repository_password: password

### c. Chocolatey Central Management (CCM) ###
#### If using CCM to manage Chocolatey, add the following:
#### i. Endpoint URL for CCM
#    chocolatey_central_management_url: https://chocolatey-central-management:24020/ChocolateyManagementService

#### ii. If using a Client Salt, add it here
#    chocolatey_central_management_client_salt: clientsalt

#### iii. If using a Service Salt, add it here
#    chocolatey_central_management_service_salt: servicesalt

## 3. ENSURE CHOCOLATEY IS INSTALLED ##
### Ensure Chocolatey is installed from your internal repository

  tasks:
  - name: Install chocolatey
    win_chocolatey:
      name: chocolatey
      source: ""{{ nuget_repository_url }}""
      # source_username: ""{{ nuget_repository_username }}""
      # source_password: ""{{ nuget_repository_password }}""

## 4. CONFIGURE CHOCOLATEY BASELINE ##
### a. FIPS Feature ###
#### If you need FIPS compliance - make this the first thing you configure
#### before you do any additional configuration or package installations
#   - name: Enable FIPS compliance
#     win_chocolatey_feature:
#       name: useFipsCompliantChecksums
#       state: enabled

### b. Apply Recommended Configuration ###

#### Move cache location so Chocolatey is very deterministic about
#### cleaning up temporary data and the location is secured to admins
  - name: Set the cache location
    win_chocolatey_config:
      name: cacheLocation
      state: present
      value: C:\ProgramData\chocolatey\cache

#### Increase timeout to at least 4 hours
  - name: Set the command execution timeout
    win_chocolatey_config:
      name: commandExecutionTimeoutSeconds
      state: present
      value: 14400

#### Turn off download progress when running choco through integrations
  - name: Disable showing download progress
    win_chocolatey_feature:
      name: showDownloadProgress
      state: disabled

### c. Sources ###
#### Remove the default community package repository source
  - name: Remove Chocolatey Community Repository
    win_chocolatey_source:
      name: chocolatey
      state: absent

#### Add internal default sources
#### You could have multiple sources here, so we will provide an example
#### of one using the remote repo variable here
#### NOTE: This EXAMPLE may require changes
  - name: Add Internal Repository
    win_chocolatey_source:
      name: ChocolateyInternal
      state: present
      source: {{ nuget_repository_url }}
      # source_username: {{ nuget_repository_username }}
      # source_password: {{ nuget_repository_password }}
      priority: 1

### b. Keep Chocolatey Up To Date ###
#### Keep chocolatey up to date based on your internal source
#### You control the upgrades based on when you push an updated version
####  to your internal repository.
#### Note the source here is to the OData feed, similar to what you see
####  when you browse to https://community.chocolatey.org/api/v2/
  - name: Upgrade Chocolatey
    win_chocolatey:
      name: chocolatey
      state: latest

## 5. ENSURE CHOCOLATEY FOR BUSINESS ##
### If you don't have Chocolatey for Business (C4B), you'll want to remove from here down.
### a. Ensure The License File Is Installed ###
#### Create a license package using script from https://docs.chocolatey.org/en-us/how-tos/setup-offline-installation#exercise-4-create-a-package-for-the-license
  - name: Install Chocolatey License
    win_chocolatey:
      name: chocolatey-license
      source: ChocolateyInternal
      state: latest

### b. Disable The Licensed Source ###
#### The licensed source cannot be removed, so it must be disabled.
#### This must occur after the license has been set by the license package.
  - name: Disable Chocolatey Community Repository
    win_chocolatey_source:
      name: chocolatey.licensed
      state: disabled

### c. Ensure Chocolatey Licensed Extension ###
#### You will have downloaded the licensed extension to your internal repository
#### as you have disabled the licensed repository in step 5b.

#### Ensure the chocolatey.extension package (aka Chocolatey Licensed Extension)
  - name: Install Chocolatey Extension
    win_chocolatey:
      name: chocolatey.extension
      source: ChocolateyInternal
      state: latest

#### The Chocolatey Licensed Extension unlocks all of the following, which also have configuration/feature items available with them. You may want to visit the feature pages to see what you might want to also enable:
#### - Package Builder - https://docs.chocolatey.org/en-us/features/paid/package-builder
#### - Package Internalizer - https://docs.chocolatey.org/en-us/features/paid/package-internalizer
#### - Package Synchronization (3 components) - https://docs.chocolatey.org/en-us/features/paid/package-synchronization
#### - Package Reducer - https://docs.chocolatey.org/en-us/features/paid/package-reducer
#### - Package Audit - https://docs.chocolatey.org/en-us/features/paid/package-audit
#### - Package Throttle - https://docs.chocolatey.org/en-us/features/paid/package-throttle
#### - CDN Cache Access - https://docs.chocolatey.org/en-us/features/paid/private-cdn
#### - Branding - https://docs.chocolatey.org/en-us/features/paid/branding
#### - Self-Service Anywhere (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/self-service-anywhere
#### - Chocolatey Central Management (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/chocolatey-central-management
#### - Other - https://docs.chocolatey.org/en-us/features/paid/

### d. Ensure Self-Service Anywhere ###
#### If you have desktop clients where users are not administrators, you may
#### to take advantage of deploying and configuring Self-Service anywhere
  - name: Hide not-elevated warnings
    win_chocolatey_feature:
      name: showNonElevatedWarnings
      state: disabled

  - name: Use background mode for self-service
    win_chocolatey_feature:
      name: useBackgroundService
      state: enabled

  - name: Use background service for non-admins
    win_chocolatey_feature:
      name: useBackgroundServiceWithNonAdministratorsOnly
      state: enabled

  - name: Allow background uninstallation for user installs
    win_chocolatey_feature:
      name: allowBackgroundServiceUninstallsFromUserInstallsOnly
      state: enabled

  - name: Set allowed background service commands
    win_chocolatey_config:
      name: backgroundServiceAllowedCommands
      state: present
      value: install,upgrade,uninstall

### e. Ensure Chocolatey Central Management ###
#### If you want to manage and report on endpoints, you can set up and configure
### Central Management. There are multiple portions to manage, so you'll see
### a section on agents here along with notes on how to configure the server
### side components.
  - name: Install Chocolatey Agent
    when: chocolatey_central_management_url is defined
    win_chocolatey:
      name: chocolatey-agent
      source: ChocolateyInternal
      state: latest

  - name: Set the Central Management Service URL
    when: chocolatey_central_management_url is defined
    win_chocolatey_config:
      name: CentralManagementServiceUrl
      state: present
      value: {{ chocolatey_central_management_url }}

  - name: Set the Central Management Client Salt
    when: chocolatey_central_management_client_salt is defined
    win_chocolatey_config:
      name: centralManagementClientCommunicationSaltAdditivePassword
      state: present
      value: {{ chocolatey_central_management_client_salt }}

  - name: Set the Central Management Service Salt
    when: chocolatey_central_management_service_salt is defined
    win_chocolatey_config:
      name: centralManagementServiceCommunicationSaltAdditivePassword
      state: present
      value: {{ chocolatey_central_management_service_salt }}

  - name: Use Central Management
    when: chocolatey_central_management_url is defined
    win_chocolatey_feature:
      name: useChocolateyCentralManagement
      state: enabled

  - name: Use Central Management Deployments
    when: chocolatey_central_management_url is defined
    win_chocolatey_feature:
      name: useChocolateyCentralManagementDeployments
      state: enabled

See docs at https://docs.chef.io/resource_chocolatey_package.html.

If Applicable - Chocolatey Configuration/Installation


## 1. REQUIREMENTS ##
### Here are the requirements necessary to ensure this is successful.

### a. Internal/Private Cloud Repository Set Up ###
#### You'll need an internal/private cloud repository you can use. These are
####  generally really quick to set up and there are quite a few options.
####  Chocolatey Software recommends Nexus, Artifactory Pro, or ProGet as they
####  are repository servers and will give you the ability to manage multiple
####  repositories and types from one server installation.

### b. Download Chocolatey Package and Put on Internal Repository ###
#### You need to have downloaded the Chocolatey package as well.
####  Please see https://chocolatey.org/install#organization

### c. Other Requirements ###
#### The Chocolatey resources are available with any recent version of Chef.
#### We utilise the Chocolatey recipe to install the Chocolatey binaries.
include_recipe "chocolatey"

## 2. TOP LEVEL VARIABLES ##
### a. Your internal repository url (the main one). ###
####  Should be similar to what you see when you browse
#### to https://community.chocolatey.org/api/v2/
NugetRepositoryUrl = "INTERNAL REPO URL"

### b. Internal Repository Credential ###
#### If required, add the repository access credential here
# NugetRepositoryUsername = "username"
# NugetRepositoryPassword = "password"

### c. Chocolatey nupkg download url ###
#### This url should result in an immediate download when you navigate to it in
#### a web browser
ChocolateyNupkgUrl = "INTERNAL REPO URL/package/chocolatey.2.4.3.nupkg",

### d. Chocolatey Central Management (CCM) ###
#### If using CCM to manage Chocolatey, add the following:
#### i. Endpoint URL for CCM
# ChocolateyCentralManagementUrl = "https://chocolatey-central-management:24020/ChocolateyManagementService"

#### ii. If using a Client Salt, add it here
# ChocolateyCentralManagementClientSalt = "clientsalt"

#### iii. If using a Service Salt, add it here
# ChocolateyCentralManagementServiceSalt = "servicesalt"

## 3. ENSURE CHOCOLATEY IS INSTALLED ##
### Ensure Chocolatey is installed from your internal repository
node['chocolatey']['install vars'] = {
  'chocolateyDownloadUrl' => "#{ChocolateyNupkgUrl}",
}

## 4. CONFIGURE CHOCOLATEY BASELINE ##
### a. FIPS Feature ###
#### If you need FIPS compliance - make this the first thing you configure
#### before you do any additional configuration or package installations
# chocolatey_feature 'useFipsCompliantChecksums' do
#   action :enable
# end

### b. Apply Recommended Configuration ###

#### Move cache location so Chocolatey is very deterministic about
#### cleaning up temporary data and the location is secured to admins
chocolatey_config 'cacheLocation' do
  value 'C:\ProgramData\chocolatey\cache'
end

#### Increase timeout to at least 4 hours
chocolatey_config 'commandExecutionTimeoutSeconds' do
  value '14400'
end

#### Turn off download progress when running choco through integrations
chocolatey_feature 'showDownloadProgress' do
  action :disable
end

### c. Sources ###
#### Remove the default community package repository source
chocolatey_source 'chocolatey' do
  action :remove
end

#### Add internal default sources
#### You could have multiple sources here, so we will provide an example
#### of one using the remote repo variable here

#### NOTE: This EXAMPLE may require changes
chocolatey_source 'ChocolateyInternal' do
  source "#{NugetRepositoryUrl}"
  priority 1
  action   :add
end

execute 'ChocolateyInternal' do
  command "choco source add --name ChocolateyInternal -s #{NugetRepositoryUrl} -u=#{NugetRepositoryUsername} -p=#{NugetRepositoryPassword} --priority=1"
  only_if { NugetRepositoryUsername != nil || NugetRepositoryPassword != nil }
end

### b. Keep Chocolatey Up To Date ###
#### Keep chocolatey up to date based on your internal source
#### You control the upgrades based on when you push an updated version
####  to your internal repository.
#### Note the source here is to the OData feed, similar to what you see
####  when you browse to https://community.chocolatey.org/api/v2/
chocolatey_package 'chocolatey' do
  action :upgrade
  source "#{NugetRepositoryUrl}"
end

## 5. ENSURE CHOCOLATEY FOR BUSINESS ##
### If you don't have Chocolatey for Business (C4B), you'll want to remove from here down.

### a. Ensure The License File Is Installed ###
#### Create a license package using script from https://docs.chocolatey.org/en-us/how-tos/setup-offline-installation#exercise-4-create-a-package-for-the-license
chocolatey_package 'chocolatey-license' do
  action :install
  source "#{NugetRepositoryUrl}"
end

### b. Disable The Licensed Source ###
#### The licensed source cannot be removed, so it must be disabled.
#### This must occur after the license has been set by the license package.
chocolatey_source 'chocolatey.licensed' do
  action            :disable
end

### c. Ensure Chocolatey Licensed Extension ###
#### You will have downloaded the licensed extension to your internal repository
#### as you have disabled the licensed repository in step 5b.

#### Ensure the chocolatey.extension package (aka Chocolatey Licensed Extension)
chocolatey_package 'chocolatey.extention' do
  action     install
  source     "#{NugetRepositoryUrl}"
end

#### The Chocolatey Licensed Extension unlocks all of the following, which also have configuration/feature items available with them. You may want to visit the feature pages to see what you might want to also enable:
#### - Package Builder - https://docs.chocolatey.org/en-us/features/paid/package-builder
#### - Package Internalizer - https://docs.chocolatey.org/en-us/features/paid/package-internalizer
#### - Package Synchronization (3 components) - https://docs.chocolatey.org/en-us/features/paid/package-synchronization
#### - Package Reducer - https://docs.chocolatey.org/en-us/features/paid/package-reducer
#### - Package Audit - https://docs.chocolatey.org/en-us/features/paid/package-audit
#### - Package Throttle - https://docs.chocolatey.org/en-us/features/paid/package-throttle
#### - CDN Cache Access - https://docs.chocolatey.org/en-us/features/paid/private-cdn
#### - Branding - https://docs.chocolatey.org/en-us/features/paid/branding
#### - Self-Service Anywhere (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/self-service-anywhere
#### - Chocolatey Central Management (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/chocolatey-central-management
#### - Other - https://docs.chocolatey.org/en-us/features/paid/

### d. Ensure Self-Service Anywhere ###
#### If you have desktop clients where users are not administrators, you may
#### to take advantage of deploying and configuring Self-Service anywhere
chocolatey_feature 'showNonElevatedWarnings' do
  action :disable
end

chocolatey_feature 'useBackgroundService' do
  action :enable
end

chocolatey_feature 'useBackgroundServiceWithNonAdministratorsOnly' do
  action :enable
end

chocolatey_feature 'allowBackgroundServiceUninstallsFromUserInstallsOnly' do
  action :enable
end

chocolatey_config 'backgroundServiceAllowedCommands' do
  value 'install,upgrade,uninstall'
end

### e. Ensure Chocolatey Central Management ###
#### If you want to manage and report on endpoints, you can set up and configure
### Central Management. There are multiple portions to manage, so you'll see
### a section on agents here along with notes on how to configure the server
### side components.
chocolatey_package 'chocolatey-agent' do
  action     install
  source     "#{NugetRepositoryUrl}"
  # user       "#{NugetRepositoryUsername}"
  # password   "#{NugetRepositoryPassword}"
  only_if { ChocolateyCentralManagementUrl != nil }
end

chocolatey_config 'CentralManagementServiceUrl' do
  value  "#{ChocolateyCentralManagementUrl}"
  only_if { ChocolateyCentralManagementUrl != nil }
end

chocolatey_config 'centralManagementClientCommunicationSaltAdditivePassword' do
  value   "#{ChocolateyCentralManagementClientSalt}"
  only_if { ChocolateyCentralManagementClientSalt != nil }
end

chocolatey_config 'centralManagementServiceCommunicationSaltAdditivePassword' do
  value   "#{ChocolateyCentralManagementServiceSalt}"
  only_if { ChocolateyCentralManagementServiceSalt != nil }
end

chocolatey_feature 'useChocolateyCentralManagement' do
  action :enable
  only_if { ChocolateyCentralManagementUrl != nil }
end

chocolatey_feature 'useChocolateyCentralManagementDeployments' do
  action :enable
  only_if { ChocolateyCentralManagementUrl != nil }
end

Requires cChoco DSC Resource. See docs at https://github.com/chocolatey/cChoco.

If Applicable - Chocolatey Configuration/Installation


#requires -Modules cChoco
## 1. REQUIREMENTS ##
### Here are the requirements necessary to ensure this is successful.

### a. Internal/Private Cloud Repository Set Up ###
#### You'll need an internal/private cloud repository you can use. These are
####  generally really quick to set up and there are quite a few options.
####  Chocolatey Software recommends Nexus, Artifactory Pro, or ProGet as they
####  are repository servers and will give you the ability to manage multiple
####  repositories and types from one server installation.

### b. Download Chocolatey Package and Put on Internal Repository ###
#### You need to have downloaded the Chocolatey package as well.
####  Please see https://chocolatey.org/install#organization

### c. Other Requirements ###
#### i. Requires chocolatey\cChoco DSC module to be installed on the machine compiling the DSC manifest
#### NOTE: This will need to be installed before running the DSC portion of this script
if (-not (Get-Module cChoco -ListAvailable)) {
    $null = Install-PackageProvider -Name NuGet -MinimumVersion 2.8.5.201 -Force
    if (($PSGallery = Get-PSRepository -Name PSGallery).InstallationPolicy -ne "Trusted") {
        Set-PSRepository -Name PSGallery -InstallationPolicy Trusted
    }
    Install-Module -Name cChoco
    if ($PSGallery.InstallationPolicy -ne "Trusted") {
        Set-PSRepository -Name PSGallery -InstallationPolicy $PSGallery.InstallationPolicy
    }
}

#### ii. Requires a hosted copy of the install.ps1 script
##### This should be available to download without authentication.
##### The original script can be found here: https://community.chocolatey.org/install.ps1

Configuration ChocolateyConfig {
## 2. TOP LEVEL VARIABLES ##
    param(
### a. Your internal repository url (the main one). ###
####  Should be similar to what you see when you browse
#### to https://community.chocolatey.org/api/v2/
        $NugetRepositoryUrl      = "INTERNAL REPO URL",

### b. Chocolatey nupkg download url ###
#### This url should result in an immediate download when you navigate to it in
#### a web browser
        $ChocolateyNupkgUrl      = "INTERNAL REPO URL/package/chocolatey.2.4.3.nupkg",

### c. Internal Repository Credential ###
#### If required, add the repository access credential here
#        $NugetRepositoryCredential = [PSCredential]::new(
#            "username",
#            ("password" | ConvertTo-SecureString -AsPlainText -Force)
#        ),

### d. Install.ps1 URL
#### The path to the hosted install script:
        $ChocolateyInstallPs1Url = "https://community.chocolatey.org/install.ps1"

### e. Chocolatey Central Management (CCM) ###
#### If using CCM to manage Chocolatey, add the following:
#### i. Endpoint URL for CCM
#        $ChocolateyCentralManagementUrl = "https://chocolatey-central-management:24020/ChocolateyManagementService",

#### ii. If using a Client Salt, add it here
#        $ChocolateyCentralManagementClientSalt = "clientsalt",

#### iii. If using a Service Salt, add it here
#        $ChocolateyCentralManagementServiceSalt = "servicesalt"
    )
    Import-DscResource -ModuleName PSDesiredStateConfiguration
    Import-DscResource -ModuleName cChoco

    Node 'localhost' {
## 3. ENSURE CHOCOLATEY IS INSTALLED ##
### Ensure Chocolatey is installed from your internal repository
        Environment chocoDownloadUrl {
            Name  = "chocolateyDownloadUrl"
            Value = $ChocolateyNupkgUrl
        }

        cChocoInstaller installChocolatey {
            DependsOn = "[Environment]chocoDownloadUrl"
            InstallDir = Join-Path $env:ProgramData "chocolatey"
            ChocoInstallScriptUrl = $ChocolateyInstallPs1Url
        }

## 4. CONFIGURE CHOCOLATEY BASELINE ##
### a. FIPS Feature ###
#### If you need FIPS compliance - make this the first thing you configure
#### before you do any additional configuration or package installations
#        cChocoFeature featureFipsCompliance {
#            FeatureName = "useFipsCompliantChecksums"
#        }

### b. Apply Recommended Configuration ###

#### Move cache location so Chocolatey is very deterministic about
#### cleaning up temporary data and the location is secured to admins
        cChocoConfig cacheLocation {
            DependsOn  = "[cChocoInstaller]installChocolatey"
            ConfigName = "cacheLocation"
            Value      = "C:\ProgramData\chocolatey\cache"
        }

#### Increase timeout to at least 4 hours
        cChocoConfig commandExecutionTimeoutSeconds {
            DependsOn  = "[cChocoInstaller]installChocolatey"
            ConfigName = "commandExecutionTimeoutSeconds"
            Value      = 14400
        }

#### Turn off download progress when running choco through integrations
        cChocoFeature showDownloadProgress {
            DependsOn   = "[cChocoInstaller]installChocolatey"
            FeatureName = "showDownloadProgress"
            Ensure      = "Absent"
        }

### c. Sources ###
#### Remove the default community package repository source
        cChocoSource removeCommunityRepository {
            DependsOn  = "[cChocoInstaller]installChocolatey"
            Name       = "chocolatey"
            Ensure     = "Absent"
        }

#### Add internal default sources
#### You could have multiple sources here, so we will provide an example
#### of one using the remote repo variable here.
#### NOTE: This EXAMPLE may require changes
        cChocoSource addInternalSource {
            DependsOn  = "[cChocoInstaller]installChocolatey"
            Name        = "ChocolateyInternal"
            Source      = $NugetRepositoryUrl
            Credentials = $NugetRepositoryCredential
            Priority    = 1
        }

### b. Keep Chocolatey Up To Date ###
#### Keep chocolatey up to date based on your internal source
#### You control the upgrades based on when you push an updated version
####  to your internal repository.
#### Note the source here is to the OData feed, similar to what you see
####  when you browse to https://community.chocolatey.org/api/v2/
        cChocoPackageInstaller updateChocolatey {
            DependsOn   = "[cChocoSource]addInternalSource", "[cChocoSource]removeCommunityRepository"
            Name        = "chocolatey"
            AutoUpgrade = $true
        }

## 5. ENSURE CHOCOLATEY FOR BUSINESS ##
### If you don't have Chocolatey for Business (C4B), you'll want to remove from here down.

### a. Ensure The License File Is Installed ###
#### Create a license package using script from https://docs.chocolatey.org/en-us/how-tos/setup-offline-installation#exercise-4-create-a-package-for-the-license
        cChocoPackageInstaller chocolateyLicense {
            DependsOn = "[cChocoPackageInstaller]updateChocolatey"
            Name      = "chocolatey-license"
        }

### b. Disable The Licensed Source ###
#### The licensed source cannot be removed, so it must be disabled.
#### This must occur after the license has been set by the license package.
        Script disableLicensedSource {
            DependsOn  = "[cChocoPackageInstaller]chocolateyLicense"
            GetScript  = {
                $Source = choco source list --limitoutput | `
                    ConvertFrom-Csv -Delimiter '|' -Header Name, Source, Disabled | `
                    Where-Object Name -eq "chocolatey.licensed"

                return @{
                    Result = if ($Source) {
                        [bool]::Parse($Source.Disabled)
                    } else {
                        Write-Warning "Source 'chocolatey.licensed' was not present."
                        $true  # Source does not need disabling
                    }
                }
            }
            SetScript  = {
                $null = choco source disable --name "chocolatey.licensed"
            }
            TestScript = {
                $State = [ScriptBlock]::Create($GetScript).Invoke()
                return $State.Result
            }
        }

### c. Ensure Chocolatey Licensed Extension ###
#### You will have downloaded the licensed extension to your internal repository
#### as you have disabled the licensed repository in step 5b.

#### Ensure the chocolatey.extension package (aka Chocolatey Licensed Extension)
        cChocoPackageInstaller chocolateyLicensedExtension {
            DependsOn = "[Script]disableLicensedSource"
            Name      = "chocolatey.extension"
        }

#### The Chocolatey Licensed Extension unlocks all of the following, which also have configuration/feature items available with them. You may want to visit the feature pages to see what you might want to also enable:
#### - Package Builder - https://docs.chocolatey.org/en-us/features/paid/package-builder
#### - Package Internalizer - https://docs.chocolatey.org/en-us/features/paid/package-internalizer
#### - Package Synchronization (3 components) - https://docs.chocolatey.org/en-us/features/paid/package-synchronization
#### - Package Reducer - https://docs.chocolatey.org/en-us/features/paid/package-reducer
#### - Package Audit - https://docs.chocolatey.org/en-us/features/paid/package-audit
#### - Package Throttle - https://docs.chocolatey.org/en-us/features/paid/package-throttle
#### - CDN Cache Access - https://docs.chocolatey.org/en-us/features/paid/private-cdn
#### - Branding - https://docs.chocolatey.org/en-us/features/paid/branding
#### - Self-Service Anywhere (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/self-service-anywhere
#### - Chocolatey Central Management (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/chocolatey-central-management
#### - Other - https://docs.chocolatey.org/en-us/features/paid/

### d. Ensure Self-Service Anywhere ###
#### If you have desktop clients where users are not administrators, you may
#### to take advantage of deploying and configuring Self-Service anywhere
        cChocoFeature hideElevatedWarnings {
            DependsOn   = "[cChocoPackageInstaller]chocolateyLicensedExtension"
            FeatureName = "showNonElevatedWarnings"
            Ensure      = "Absent"
        }

        cChocoFeature useBackgroundService {
            DependsOn   = "[cChocoPackageInstaller]chocolateyLicensedExtension"
            FeatureName = "useBackgroundService"
            Ensure      = "Present"
        }

        cChocoFeature useBackgroundServiceWithNonAdmins {
            DependsOn   = "[cChocoPackageInstaller]chocolateyLicensedExtension"
            FeatureName = "useBackgroundServiceWithNonAdministratorsOnly"
            Ensure      = "Present"
        }

        cChocoFeature useBackgroundServiceUninstallsForUserInstalls {
            DependsOn   = "[cChocoPackageInstaller]chocolateyLicensedExtension"
            FeatureName = "allowBackgroundServiceUninstallsFromUserInstallsOnly"
            Ensure      = "Present"
        }

        cChocoConfig allowedBackgroundServiceCommands {
            DependsOn   = "[cChocoFeature]useBackgroundService"
            ConfigName = "backgroundServiceAllowedCommands"
            Value       = "install,upgrade,uninstall"
        }

### e. Ensure Chocolatey Central Management ###
#### If you want to manage and report on endpoints, you can set up and configure
### Central Management. There are multiple portions to manage, so you'll see
### a section on agents here along with notes on how to configure the server
### side components.
        if ($ChocolateyCentralManagementUrl) {
            cChocoPackageInstaller chocolateyAgent {
                DependsOn = "[cChocoPackageInstaller]chocolateyLicensedExtension"
                Name      = "chocolatey-agent"
            }

            cChocoConfig centralManagementServiceUrl {
                DependsOn   = "[cChocoPackageInstaller]chocolateyAgent"
                ConfigName = "CentralManagementServiceUrl"
                Value       = $ChocolateyCentralManagementUrl
            }

            if ($ChocolateyCentralManagementClientSalt) {
                cChocoConfig centralManagementClientSalt {
                    DependsOn  = "[cChocoPackageInstaller]chocolateyAgent"
                    ConfigName = "centralManagementClientCommunicationSaltAdditivePassword"
                    Value      = $ChocolateyCentralManagementClientSalt
                }
            }

            if ($ChocolateyCentralManagementServiceSalt) {
                cChocoConfig centralManagementServiceSalt {
                    DependsOn  = "[cChocoPackageInstaller]chocolateyAgent"
                    ConfigName = "centralManagementServiceCommunicationSaltAdditivePassword"
                    Value      = $ChocolateyCentralManagementServiceSalt
                }
            }

            cChocoFeature useCentralManagement {
                DependsOn   = "[cChocoPackageInstaller]chocolateyAgent"
                FeatureName = "useChocolateyCentralManagement"
                Ensure      = "Present"
            }

            cChocoFeature useCentralManagementDeployments {
                DependsOn   = "[cChocoPackageInstaller]chocolateyAgent"
                FeatureName = "useChocolateyCentralManagementDeployments"
                Ensure      = "Present"
            }
        }
    }
}

# If working this into an existing configuration with a good method for
$ConfigData = @{
    AllNodes = @(
        @{
            NodeName                    = "localhost"
            PSDscAllowPlainTextPassword = $true
        }
    )
}

try {
    Push-Location $env:Temp
    $Config = ChocolateyConfig -ConfigurationData $ConfigData
    Start-DscConfiguration -Path $Config.PSParentPath -Wait -Verbose -Force
} finally {
    Pop-Location
}

Requires Puppet Chocolatey Provider module. See docs at https://forge.puppet.com/puppetlabs/chocolatey.

If Applicable - Chocolatey Configuration/Installation


## 1. REQUIREMENTS ##
### Here are the requirements necessary to ensure this is successful.

### a. Internal/Private Cloud Repository Set Up ###
#### You'll need an internal/private cloud repository you can use. These are
####  generally really quick to set up and there are quite a few options.
####  Chocolatey Software recommends Nexus, Artifactory Pro, or ProGet as they
####  are repository servers and will give you the ability to manage multiple
####  repositories and types from one server installation.

### b. Download Chocolatey Package and Put on Internal Repository ###
#### You need to have downloaded the Chocolatey package as well.
####  Please see https://chocolatey.org/install#organization

### c. Other Requirements ###
#### i. Requires puppetlabs/chocolatey module
####  See https://forge.puppet.com/puppetlabs/chocolatey


## 2. TOP LEVEL VARIABLES ##
### a. Your internal repository url (the main one). ###
####  Should be similar to what you see when you browse
#### to https://community.chocolatey.org/api/v2/
$_repository_url = 'INTERNAL REPO URL'

### b. Chocolatey nupkg download url ###
#### This url should result in an immediate download when you navigate to it in
#### a web browser
$_choco_download_url = 'INTERNAL REPO URL/package/chocolatey.2.4.3.nupkg'

### c. Chocolatey Central Management (CCM) ###
#### If using CCM to manage Chocolatey, add the following:
#### i. Endpoint URL for CCM
# $_chocolatey_central_management_url = 'https://chocolatey-central-management:24020/ChocolateyManagementService'

#### ii. If using a Client Salt, add it here
# $_chocolatey_central_management_client_salt = "clientsalt"

#### iii. If using a Service Salt, add it here
# $_chocolatey_central_management_service_salt = 'servicesalt'


## 3. ENSURE CHOCOLATEY IS INSTALLED ##
### Ensure Chocolatey is installed from your internal repository
### Note: `chocolatey_download_url is completely different than normal
###  source locations. This is directly to the bare download url for the
###  chocolatey.nupkg, similar to what you see when you browse to
###  https://community.chocolatey.org/api/v2/package/chocolatey
class {'chocolatey':
  chocolatey_download_url => $_choco_download_url,
  use_7zip                => false,
}


## 4. CONFIGURE CHOCOLATEY BASELINE ##
### a. FIPS Feature ###
#### If you need FIPS compliance - make this the first thing you configure
#### before you do any additional configuration or package installations

#chocolateyfeature {'useFipsCompliantChecksums':
#  ensure => enabled,
#}

### b. Apply Recommended Configuration ###

#### Move cache location so Chocolatey is very deterministic about
#### cleaning up temporary data and the location is secured to admins
chocolateyconfig {'cacheLocation':
  value => 'C:\ProgramData\chocolatey\cache',
}

#### Increase timeout to at least 4 hours
chocolateyconfig {'commandExecutionTimeoutSeconds':
  value => '14400',
}

#### Turn off download progress when running choco through integrations
chocolateyfeature {'showDownloadProgress':
  ensure => disabled,
}

### c. Sources ###
#### Remove the default community package repository source
chocolateysource {'chocolatey':
  ensure   => absent,
  location => 'https://community.chocolatey.org/api/v2/',
}

#### Add internal default sources
#### You could have multiple sources here, so we will provide an example
#### of one using the remote repo variable here

#### NOTE: This EXAMPLE requires changes
chocolateysource {'internal_chocolatey':
  ensure             => present,
  location           => $_repository_url,
  priority           => 1,
  username           => 'optional',
  password           => 'optional,not ensured',
  bypass_proxy       => true,
  admin_only         => false,
  allow_self_service => false,
}

### b. Keep Chocolatey Up To Date ###
#### Keep chocolatey up to date based on your internal source
#### You control the upgrades based on when you push an updated version
####  to your internal repository.
#### Note the source here is to the OData feed, similar to what you see
####  when you browse to https://community.chocolatey.org/api/v2/

package {'chocolatey':
  ensure   => latest,
  provider => chocolatey,
  source   => $_repository_url,
}


## 5. ENSURE CHOCOLATEY FOR BUSINESS ##
### If you don't have Chocolatey for Business (C4B), you'll want to remove from here down.

### a. Ensure The License File Is Installed ###
#### Create a license package using script from https://docs.chocolatey.org/en-us/guides/organizations/organizational-deployment-guide#exercise-4-create-a-package-for-the-license

# TODO: Add resource for installing/ensuring the chocolatey-license package
package {'chocolatey-license':
  ensure   => latest,
  provider => chocolatey,
  source   => $_repository_url,
}

### b. Disable The Licensed Source ###
#### The licensed source cannot be removed, so it must be disabled.
#### This must occur after the license has been set by the license package.
## Disabled sources still need all other attributes until
## https://tickets.puppetlabs.com/browse/MODULES-4449 is resolved.
## Password is necessary with user, but not ensurable, so it should not
## matter what it is set to here. If you ever do get into trouble here,
## the password is your license GUID.
chocolateysource {'chocolatey.licensed':
  ensure   => disabled,
  priority => '10',
  user     => 'customer',
  password => '1234',
  require  => Package['chocolatey-license'],
}

### c. Ensure Chocolatey Licensed Extension ###
#### You will have downloaded the licensed extension to your internal repository
#### as you have disabled the licensed repository in step 5b.

#### Ensure the chocolatey.extension package (aka Chocolatey Licensed Extension)
package {'chocolatey.extension':
  ensure   => latest,
  provider => chocolatey,
  source   => $_repository_url,
  require  => Package['chocolatey-license'],
}

#### The Chocolatey Licensed Extension unlocks all of the following, which also have configuration/feature items available with them. You may want to visit the feature pages to see what you might want to also enable:
#### - Package Builder - https://docs.chocolatey.org/en-us/features/paid/package-builder
#### - Package Internalizer - https://docs.chocolatey.org/en-us/features/paid/package-internalizer
#### - Package Synchronization (3 components) - https://docs.chocolatey.org/en-us/features/paid/package-synchronization
#### - Package Reducer - https://docs.chocolatey.org/en-us/features/paid/package-reducer
#### - Package Audit - https://docs.chocolatey.org/en-us/features/paid/package-audit
#### - Package Throttle - https://docs.chocolatey.org/en-us/features/paid/package-throttle
#### - CDN Cache Access - https://docs.chocolatey.org/en-us/features/paid/private-cdn
#### - Branding - https://docs.chocolatey.org/en-us/features/paid/branding
#### - Self-Service Anywhere (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/self-service-anywhere
#### - Chocolatey Central Management (more components will need to be installed and additional configuration will need to be set) - https://docs.chocolatey.org/en-us/features/paid/chocolatey-central-management
#### - Other - https://docs.chocolatey.org/en-us/features/paid/

### d. Ensure Self-Service Anywhere ###
#### If you have desktop clients where users are not administrators, you may
#### to take advantage of deploying and configuring Self-Service anywhere
chocolateyfeature {'showNonElevatedWarnings':
  ensure => disabled,
}

chocolateyfeature {'useBackgroundService':
  ensure => enabled,
}

chocolateyfeature {'useBackgroundServiceWithNonAdministratorsOnly':
  ensure => enabled,
}

chocolateyfeature {'allowBackgroundServiceUninstallsFromUserInstallsOnly':
  ensure => enabled,
}

chocolateyconfig {'backgroundServiceAllowedCommands':
  value => 'install,upgrade,uninstall',
}

### e. Ensure Chocolatey Central Management ###
#### If you want to manage and report on endpoints, you can set up and configure
### Central Management. There are multiple portions to manage, so you'll see
### a section on agents here along with notes on how to configure the server
### side components.
if $_chocolatey_central_management_url {
  package {'chocolatey-agent':
    ensure   => latest,
    provider => chocolatey,
    source   => $_repository_url,
    require  => Package['chocolatey-license'],
  }

  chocolateyconfig {'CentralManagementServiceUrl':
    value   => $_chocolatey_central_management_url,
  }

  if $_chocolatey_central_management_client_salt {
    chocolateyconfig {'centralManagementClientCommunicationSaltAdditivePassword':
      value => $_chocolatey_central_management_client_salt,
    }
  }

  if $_chocolatey_central_management_service_salt {
    chocolateyconfig {'centralManagementClientCommunicationSaltAdditivePassword':
      value => $_chocolatey_central_management_client_salt,
    }
  }

  chocolateyfeature {'useChocolateyCentralManagement':
    ensure  => enabled,
    require => Package['chocolatey-agent'],
  }

  chocolateyfeature {'useChocolateyCentralManagementDeployments':
    ensure  => enabled,
    require => Package['chocolatey-agent'],
  }
}

Need Help? View our docs or file an issue.

There is already a version of this package in your Script Builder

Current Version	New Version

Downloads:

33,784

Downloads of v 3.3.7.1:

12

Last Update:

19 Mar 2025

Package Maintainer(s):

chocolatey-community

Software Author(s):

Yukihiro Matsumoto

Tags:

ruby language programming development dynamic cross-platform foss portable

Ruby (Portable)

This is not the latest version of Ruby (Portable) available.

3.3.7.1 | Updated: 19 Mar 2025

Downloads:

33,784

Downloads of v 3.3.7.1:

Maintainer(s):

chocolatey-community

Software Author(s):

Yukihiro Matsumoto

Tags:

ruby language programming development dynamic cross-platform foss portable

Ruby (Portable) 3.3.7.1

This is not the latest version of Ruby (Portable) available.

Legal Disclaimer: Neither this package nor Chocolatey Software, Inc. are affiliated with or endorsed by Yukihiro Matsumoto. The inclusion of Yukihiro Matsumoto trademark(s), if any, upon this webpage is solely to identify Yukihiro Matsumoto goods or services and not for commercial purposes.

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Learn More

Deployment Method: Individual Install, Upgrade, & Uninstall

To install Ruby (Portable), run the following command from the command line or from PowerShell:

To upgrade Ruby (Portable), run the following command from the command line or from PowerShell:

To uninstall Ruby (Portable), run the following command from the command line or from PowerShell:

NOTE

This applies to both open source and commercial editions of Chocolatey.

1. Enter Your Internal Repository Url

(this should look similar to https://community.chocolatey.org/api/v2/)

2. Setup Your Environment

1. Ensure you are set for organizational deployment

Please see the organizational deployment guide

2. Get the package into your environment

Option 1: Cached Package (Unreliable, Requires Internet - Same As Community)

Open Source or Commercial:
- Proxy Repository - Create a proxy nuget repository on Nexus, Artifactory Pro, or a proxy Chocolatey repository on ProGet. Point your upstream to https://community.chocolatey.org/api/v2/. Packages cache on first access automatically. Make sure your choco clients are using your proxy repository as a source and NOT the default community repository. See source command for more information.
- You can also just download the package and push it to a repository Download

Option 2: Internalized Package (Reliable, Scalable)

Open Source
- Download the package:
  Download
- Follow manual internalization instructions

Package Internalizer (C4B)

Run: (additional options)

choco download ruby.portable --internalize --version=3.3.7.1 --source=https://community.chocolatey.org/api/v2/

For package and dependencies run:

choco push --source="'INTERNAL REPO URL'"

Automate package internalization

3. Copy Your Script

choco upgrade ruby.portable -y --source="'INTERNAL REPO URL'" --version="'3.3.7.1'" [other options]

See options you can pass to upgrade.

See best practices for scripting.

Add this to a PowerShell script or use a Batch script with tools and in places where you are calling directly to Chocolatey. If you are integrating, keep in mind enhanced exit codes.

If you do use a PowerShell script, use the following to ensure bad exit codes are shown as failures:


choco upgrade ruby.portable -y --source="'INTERNAL REPO URL'" --version="'3.3.7.1'" 
$exitCode = $LASTEXITCODE

Write-Verbose "Exit code was $exitCode"
$validExitCodes = @(0, 1605, 1614, 1641, 3010)
if ($validExitCodes -contains $exitCode) {
  Exit 0
}

Exit $exitCode


- name: Install ruby.portable
  win_chocolatey:
    name: ruby.portable
    version: '3.3.7.1'
    source: INTERNAL REPO URL
    state: present

See docs at https://docs.ansible.com/ansible/latest/modules/win_chocolatey_module.html.


chocolatey_package 'ruby.portable' do
  action    :install
  source   'INTERNAL REPO URL'
  version  '3.3.7.1'
end

See docs at https://docs.chef.io/resource_chocolatey_package.html.


cChocoPackageInstaller ruby.portable
{
    Name     = "ruby.portable"
    Version  = "3.3.7.1"
    Source   = "INTERNAL REPO URL"
}

Requires cChoco DSC Resource. See docs at https://github.com/chocolatey/cChoco.


package { 'ruby.portable':
  ensure   => '3.3.7.1',
  provider => 'chocolatey',
  source   => 'INTERNAL REPO URL',
}

Requires Puppet Chocolatey Provider module. See docs at https://forge.puppet.com/puppetlabs/chocolatey.

4. If applicable - Chocolatey configuration/installation

See infrastructure management matrix for Chocolatey configuration elements and examples.

NOTE

This package is likely a meta/virtual (*) or an installer (*.install) or portable (*.portable) application package.

Meta/virtual (*) - has a dependency on the *.install or the *.portable package - it is provided for discoverability and for other packages to take a dependency on.
Portable (*.portable/*.commandline (deprecated naming convention)/*.tool (deprecated naming convention)) - usually zips or archives that require no administrative access to install.
Install (*.install/*.app (deprecated naming convention)) - uses native installers, usually requires administrative access to install.

Learn more about chocolatey's distinction of installed versus portable apps and/or learn about this kind of package.

Package Approved

This package was approved as a trusted package on 19 Mar 2025.

Description

Ruby is a dynamic, open source programming language focusing on simplicity and productivity. It has an elegant syntax that is natural to read and easy to write.

Notes

To install ruby development kit ruby installer provides ridk command. It provides an easy way to install msys2 via ridk install 1, however, the installation is interactive. To accomplish unattended install, use msys2 package.

Files

legal\LICENSE.txt

Ruby is copyrighted free software by Yukihiro Matsumoto <[email protected]>.
You can redistribute it and/or modify it under either the terms of the
2-clause BSDL (see the file BSDL), or the conditions below:

  1. You may make and give away verbatim copies of the source form of the
     software without restriction, provided that you duplicate all of the
     original copyright notices and associated disclaimers.

  2. You may modify your copy of the software in any way, provided that
     you do at least ONE of the following:

       a) place your modifications in the Public Domain or otherwise
          make them Freely Available, such as by posting said
	  modifications to Usenet or an equivalent medium, or by allowing
	  the author to include your modifications in the software.

       b) use the modified software only within your corporation or
          organization.

       c) give non-standard binaries non-standard names, with
          instructions on where to get the original software distribution.

       d) make other distribution arrangements with the author.

  3. You may distribute the software in object code or binary form,
     provided that you do at least ONE of the following:

       a) distribute the binaries and library files of the software,
	  together with instructions (in the manual page or equivalent)
	  on where to get the original distribution.

       b) accompany the distribution with the machine-readable source of
	  the software.

       c) give non-standard binaries non-standard names, with
          instructions on where to get the original software distribution.

       d) make other distribution arrangements with the author.

  4. You may modify and include the part of the software into any other
     software (possibly commercial).  But some files in the distribution
     are not written by the author, so that they are not under these terms.

     For the list of those files and their copying conditions, see the
     file LEGAL.

  5. The scripts and library files supplied as input to or produced as
     output from the software do not automatically fall under the
     copyright of the software, but belong to whomever generated them,
     and may be sold commercially, and may be aggregated with this
     software.

  6. THIS SOFTWARE IS PROVIDED "AS IS" AND WITHOUT ANY EXPRESS OR
     IMPLIED WARRANTIES, INCLUDING, WITHOUT LIMITATION, THE IMPLIED
     WARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR
     PURPOSE.

legal\VERIFICATION.txt

VERIFICATION

Verification is intended to assist the Chocolatey moderators and community
in verifying that this package's contents are trustworthy.

Package can be verified like this:

1. Go to

   x32: https://github.com/oneclick/rubyinstaller2/releases/download/RubyInstaller-3.3.7-1/rubyinstaller-3.3.7-1-x86.7z
   x64: https://github.com/oneclick/rubyinstaller2/releases/download/RubyInstaller-3.3.7-1/rubyinstaller-3.3.7-1-x64.7z

   to download the archives.

2. You can use one of the following methods to obtain the SHA256 checksum:
   - Use powershell function 'Get-FileHash'
   - Use Chocolatey utility 'checksum.exe'

   checksum32: 849C1AD8C6AD018B2848FFB55F7452CBC2F75DA63DBD1FAA1633D133C22ED5C1
   checksum64: 7226277791CEE0AA052CBBCD49DA36DEB172DDFF9545F798C91078394D148CC3

Using Chocolatey AU:

   Get-RemoteChecksum https://github.com/oneclick/rubyinstaller2/releases/download/RubyInstaller-3.3.7-1/rubyinstaller-3.3.7-1-x64.7z

File 'license.txt' is obtained from: https://www.ruby-lang.org/en/about/license.txt
   https://raw.githubusercontent.com/oneclick/rubyinstaller2/master/LICENSE.txt

tools\chocolateyInstall.ps1

$ErrorActionPreference = 'Stop'
$toolsPath = "$(Split-Path -parent $MyInvocation.MyCommand.Definition)"

$packageArgs = @{
  File        = "$toolsPath\rubyinstaller-3.3.7-1-x86.7z"
  File64      = "$toolsPath\rubyinstaller-3.3.7-1-x64.7z"
  Destination = "$toolsPath\ruby"
  PackageName = $env:ChocolateyPackageName
}

Get-ChocolateyUnzip @packageArgs

Get-ChildItem $toolsPath\*.7z | ForEach-Object { Remove-Item $_ -ea 0 }

tools\rubyinstaller-3.3.7-1-x64.7z

md5: 87EFB7B7C6F3A64F098385E0F9D97C83 | sha1: D2433738A80F88E768C230D1C2F8BDEC41ADEA25 | sha256: 7226277791CEE0AA052CBBCD49DA36DEB172DDFF9545F798C91078394D148CC3 | sha512: C75DE39A4F6BD5FEF331BB86E182B9C765190311518D3A0F44A702CCA5B865D48375FFCCBBF6A74150AF4637C8E9F012CB67D818752C2F8EB37CDC75A51C6F47

tools\rubyinstaller-3.3.7-1-x86.7z

md5: 3A8FA9C2A7800C4010213CE4445BF83E | sha1: F34868EA4B8BC6ABB739114E62EB8420477DF2B1 | sha256: 849C1AD8C6AD018B2848FFB55F7452CBC2F75DA63DBD1FAA1633D133C22ED5C1 | sha512: 7BF340F92AA7B2DBF285805C96878F4A48B32767EE016B7C640C2E4B382CC5A0BA4C247842B280B33869A78AE9F6B0937E1313E875E222A2A7B2FC7AB6BBEA05

Virus Scan Results

libgmp-10.dll (ab3888745ca7) - ## / 68
libgmp-10.dll (c2567ccf3f41) - ## / 72
libyaml-0-2.dll (1942ec5a43f1) - ## / 70
libyaml-0-2.dll (05b451d86d5d) - ## / 70
zlib1.dll (1dc85208162e) - ## / 72
zlib1.dll (fb34947b2c2b) - ## / 73
libffi-8.dll (a5801d7f333b) - ## / 72
libffi-8.dll (e53fdd906442) - ## / 72
libcrypto-3-x64.dll (2b7ca7233e4a) - ## / 72
libssl-3-x64.dll (c4d9f9b65e19) - ## / 70
libcrypto-3.dll (08c9b7c0fa54) - ## / 72
libssl-3.dll (2aeed87bcd39) - ## / 71
capi.dll (44cadf3be1ca) - ## / 72
loader_attic.dll (af862aeb35dc) - ## / 72
padlock.dll (044678c9c617) - ## / 72
legacy.dll (21866d92590f) - ## / 72
capi.dll (1c7248968a9c) - ## / 72
loader_attic.dll (22db904314ca) - ## / 70
padlock.dll (def6d227a5ee) - ## / 72
legacy.dll (7aa31013e44c) - ## / 71
libgcc_s_seh-1.dll (6a68f99a3167) - ## / 72
libgcc_s_dw2-1.dll (77c66c8fde57) - ## / 73
ruby.portable.3.3.7.1.nupkg (31f3454e646d) - ## / 41
rubyinstaller-3.3.7-1-x64.7z (7226277791ce) - ## / 41
rubyinstaller-3.3.7-1-x86.7z (849c1ad8c6ad) - ## / 41
ruby.exe (9ec4007c29c9) - ## / 73
rubyw.exe (215c862dd309) - ## / 72
x64-ucrt-ruby330.dll (98a99943c2b9) - ## / 64
msvcrt-ruby330.dll (19ccd4593c58) - ## / 73
ruby.exe (75f10783728e) - ## / 73
rubyw.exe (93cf4a276b3f) - ## / 73
libwinpthread-1.dll (e706fa0b6430) - ## / 76
libwinpthread-1.dll (3675bc20732c) - ## / 72
navigation.js.gz (d2a2e820eb1c) - ## / 59
searcher.js.gz (49dc6eef26ea) - ## / 62
search_index.js.gz (de554195fc9b) - ## / 62
search_index.js.gz (c41bed340fcb) - ## / 61

In cases where actual malware is found, the packages are subject to removal. Software sometimes has false positives. Moderators do not necessarily validate the safety of the underlying software, only that a package retrieves software from the official distribution point and/or validate embedded software against official distribution point (where distribution rights allow redistribution).

Chocolatey Pro provides runtime protection from possible malware.

Version History

Version	Downloads	Last Updated	Status
Ruby (Portable) 3.4.3.1	37	Wednesday, April 16, 2025	Approved
Ruby (Portable) 3.4.2.1	166	Wednesday, March 19, 2025	Approved
Ruby (Portable) 3.4.1.1	458	Monday, December 30, 2024	Approved
Ruby (Portable) 3.3.8.1	10	Thursday, April 10, 2025	Approved
Ruby (Portable) 3.3.7.1	12	Wednesday, March 19, 2025	Approved
Ruby (Portable) 3.3.6.2	306	Saturday, November 9, 2024	Approved
Ruby (Portable) 3.3.6.1	64	Thursday, November 7, 2024	Approved
Ruby (Portable) 3.3.5.1	396	Thursday, September 5, 2024	Approved
Ruby (Portable) 3.3.4.1	378	Wednesday, July 10, 2024	Approved
Ruby (Portable) 3.3.3.1	170	Saturday, June 15, 2024	Approved
Ruby (Portable) 3.3.2.1	138	Monday, June 3, 2024	Approved
Ruby (Portable) 3.3.1.1	273	Friday, April 26, 2024	Approved
Ruby (Portable) 3.3.0.1	733	Tuesday, January 9, 2024	Approved
Ruby (Portable) 3.2.6.1	25	Thursday, October 31, 2024	Approved
Ruby (Portable) 3.2.4.1	43	Friday, April 26, 2024	Approved
Ruby (Portable) 3.2.3.1	50	Thursday, January 25, 2024	Approved
Ruby (Portable) 3.2.2.1	1472	Sunday, April 2, 2023	Approved
Ruby (Portable) 3.2.1.1	305	Thursday, February 9, 2023	Approved
Ruby (Portable) 3.2.0.1	276	Friday, December 30, 2022	Approved
Ruby (Portable) 3.1.5.1	69	Friday, April 26, 2024	Approved
Ruby (Portable) 3.1.4.1	67	Sunday, April 2, 2023	Approved
Ruby (Portable) 3.1.3.1	264	Monday, November 28, 2022	Approved
Ruby (Portable) 3.1.2.101	336	Tuesday, September 27, 2022	Approved
Ruby (Portable) 3.1.1.1	1323	Saturday, February 19, 2022	Approved
Ruby (Portable) 3.1.0.1	123	Wednesday, February 16, 2022	Approved
Ruby (Portable) 3.0.6.1	76	Sunday, April 2, 2023	Approved
Ruby (Portable) 3.0.5.1	68	Monday, November 28, 2022	Approved
Ruby (Portable) 3.0.4.1	84	Wednesday, April 20, 2022	Approved
Ruby (Portable) 3.0.3.1	112	Thursday, February 17, 2022	Approved
Ruby (Portable) 2.7.7.1	74	Monday, November 28, 2022	Approved
Ruby (Portable) 2.7.6.1	103	Wednesday, April 20, 2022	Approved
Ruby (Portable) 2.7.5.1	117	Friday, February 18, 2022	Approved
Ruby (Portable) 2.3.0	18801	Friday, May 6, 2016	Approved
Ruby (Portable) 2.1.6	731	Monday, May 11, 2015	Approved
Ruby (Portable) 2.1.5	673	Monday, January 5, 2015	Approved
Ruby (Portable) 2.1.3.0	785	Thursday, October 2, 2014	Approved
Ruby (Portable) 2.0.0.64500	440	Monday, May 11, 2015	Approved
Ruby (Portable) 2.0.0.59800	456	Thursday, January 8, 2015	Approved
Ruby (Portable) 2.0.0.57600	523	Thursday, October 2, 2014	Unknown
Ruby (Portable) 2.0.0.48100	548	Wednesday, July 23, 2014	Unknown
Ruby (Portable) 1.9.3.55100	484	Thursday, January 8, 2015	Approved
Ruby (Portable) 1.9.3.54501	539	Wednesday, July 23, 2014	Unknown
Ruby (Portable) 1.9.3.54500	475	Wednesday, July 23, 2014	Unknown
Ruby (Portable) 1.8.7.37401	504	Wednesday, July 23, 2014	Unknown
Ruby (Portable) 1.8.7.37400	504	Wednesday, July 23, 2014	Unknown

Release Notes

https://www.ruby-lang.org/en/downloads/releases/

Dependencies

This package has no dependencies.

Discussion for the Ruby (Portable) Package

Ground Rules:

This discussion is only about Ruby (Portable) and the Ruby (Portable) package. If you have feedback for Chocolatey, please contact the Google Group.
This discussion will carry over multiple versions. If you have a comment about a particular version, please note that in your comments.
The maintainers of this Chocolatey Package will be notified about new comments that are posted to this Disqus thread, however, it is NOT a guarantee that you will get a response. If you do not hear back from the maintainers after posting a message below, please follow up by using the link on the left side of this page or follow this link to contact maintainers. If you still hear nothing back, please follow the package triage process.
Tell us what you love about the package or Ruby (Portable), or tell us what needs improvement.
Share your experiences with the package, or extra configuration or gotchas that you've found.
If you use a url, the comment will be flagged for moderation until you've been whitelisted. Disqus moderated comments are approved on a weekly schedule if not sooner. It could take between 1-5 days for your comment to show up.

Resources

Events

Courses

33,784

12

19 Mar 2025

Ruby (Portable)

Ruby (Portable) 3.3.7.1

Some Checks Have Failed or Are Not Yet Complete

Deployment Method: Individual Install, Upgrade, & Uninstall

Deployment Method:

1. Enter Your Internal Repository Url

2. Setup Your Environment

1. Ensure you are set for organizational deployment

2. Get the package into your environment

3. Copy Your Script

4. If applicable - Chocolatey configuration/installation

Notes

Ground Rules: