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.2.5.0.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.2.5.0.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.2.5.0.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.2.5.0.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:

2,799,816

Downloads of v 3.5.2:

307

Last Update:

06 Aug 2025

Published Date:

06 Aug 2025

Package Maintainer(s):

Software Author(s):

OpenSSL Team.

Tags:

#openssl

OpenSSL

(Maintainer responded, waiting for review/Maintainer update)

3.5.2 | Updated: 06 Aug 2025

Downloads:

2,799,816

Downloads of v 3.5.2:

307

Published:

06 Aug 2025

Maintainer(s):

Software Author(s):

OpenSSL Team.

Tags:

openssl

OpenSSL 3.5.2

(Maintainer responded, waiting for review/Maintainer update)

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

Some Checks Have Failed or Are Not Yet Complete

Not All Tests Have Passed

Hide Checks

Validation Testing Passed

Verification Testing Failed

Details

Scan Testing Pending

IMPORTANT

This version is in moderation and has not yet been approved. This means it doesn't show up under normal search.

Until approved, you should consider this package version unsafe - it could do very bad things to your system (it probably doesn't but you have been warned, that's why we have moderation).
This package version can change wildly over the course of moderation until it is approved. If you install it and it later has changes to this version, you will be out of sync with any changes that have been made to the package. Until approved, you should consider that this package version doesn't even exist.
You cannot install this package under normal scenarios. See How to install package version under moderation for more information.
There are also no guarantees that it will be approved.

WARNING

There are versions of this package awaiting moderation (possibly just this one). See the Version History section below.

chtof (maintainer) on 06 Aug 2025 00:25:27 +00:00:

User 'chtof' (maintainer) submitted package.

chocolatey-ops (reviewer) on 06 Aug 2025 00:58:20 +00:00:

openssl has passed automated validation. It may have or may still fail other checks like testing (verification).
NOTE: No required changes that the validator checks have been flagged! It is appreciated if you fix other items, but only Requirements will hold up a package version from approval. A human review could still turn up issues a computer may not easily find.

Guidelines

Guidelines are strong suggestions that improve the quality of a package version. These are considered something to fix for next time to increase the quality of the package. Over time Guidelines can become Requirements. A package version can be approved without addressing Guideline comments but will reduce the quality of the package.

The iconUrl should be added if there is one. Please correct this in the nuspec, if applicable. More...

Notes

Notes typically flag things for both you and the reviewer to go over. Sometimes this is the use of things that may or may not be necessary given the constraints of what you are trying to do and/or are harder for automation to flag for other reasons. Items found in Notes might be Requirements depending on the context. A package version can be approved without addressing Note comments.

The LicenseUrl element in the nuspec file should be a valid Url. The reviewer will ensure the specified Url is valid. More...

chocolatey-ops (reviewer) on 06 Aug 2025 11:32:28 +00:00:

openssl has failed automated package testing (verification).
Please visit https://gist.github.com/choco-bot/57a4a224c8f71d2bf0f23bce9c452e1e for details.
The package status will be changed and will be waiting on your next actions.

NEW! We have a test environment for you to replicate the testing we do. This can be used at any time to test packages! See https://github.com/chocolatey-community/chocolatey-test-environment
Please log in and leave a review comment if you have questions and/or comments.
If you see the verifier needs to rerun testing against the package without resubmitting (a issue in the test results), you can do that on the package page in the review section.
If the verifier is incompatible with the package, please log in and leave a review comment if the package needs to bypass testing (e.g. package installs specific drivers).
Automated testing can also fail when a package is not completely silent or has pop ups (AutoHotKey can assist - a great example is the VeraCrypt package).
A package that cannot be made completely unattended should have the notSilent tag. Note that this must be approved by moderators.

chtof (maintainer) on 06 Aug 2025 20:16:07 +00:00:

Rerun
Verification Status Change - Verification tests have been set to rerun.

chtof (maintainer) on 06 Aug 2025 20:25:12 +00:00:

Rerun
Verification Status Change - Verification tests have been set to rerun.

chocolatey-ops (reviewer) on 07 Aug 2025 02:25:20 +00:00:

openssl has failed automated package testing (verification).
Please visit https://gist.github.com/choco-bot/335b0b165e63698c933772a9c67811fd for details.
The package status will be changed and will be waiting on your next actions.

NEW! We have a test environment for you to replicate the testing we do. This can be used at any time to test packages! See https://github.com/chocolatey-community/chocolatey-test-environment
Please log in and leave a review comment if you have questions and/or comments.
If you see the verifier needs to rerun testing against the package without resubmitting (a issue in the test results), you can do that on the package page in the review section.
If the verifier is incompatible with the package, please log in and leave a review comment if the package needs to bypass testing (e.g. package installs specific drivers).
Automated testing can also fail when a package is not completely silent or has pop ups (AutoHotKey can assist - a great example is the VeraCrypt package).
A package that cannot be made completely unattended should have the notSilent tag. Note that this must be approved by moderators.

chtof (maintainer) on 07 Aug 2025 19:54:17 +00:00:

The installation is successful on my Chocolatey test environment (Windows2019). No idea/clue on what happened here.

Description

The Win32/Win64 OpenSSL Installation Project is dedicated to providing a simple installation of OpenSSL for Microsoft Windows. It is easy to set up and easy to use through the simple, effective installer. No need to compile anything or jump through any hoops, just click a few times and it is installed, leaving you to doing real work. Download it today! Note that these are default builds of OpenSSL and subject to local and state laws. More information can be found in the legal agreement of the installation.

LEGAL NOTICE: This product includes software developed by the OpenSSL Project for use in the OpenSSL Toolkit. (http://www.openssl.org/)

Files

tools\chocolateyinstall.ps1

$ErrorActionPreference = 'Stop';

$packageArgs = @{
  packageName     = $env:ChocolateyPackageName
  
  url32           = 'https://slproweb.com/download/Win32OpenSSL-3_5_2.exe'  
  checksumType32  = 'sha512'
  checksum32      = '4d9369fa9b65a73466fb946a38fbdbd8c46879ec623ed983d4c79b7fcb1eb35de2221d78e415187ed31985f2483ad14f44d1cb711b8d34c2e025755c0e7e41ff'

  url64           = 'https://slproweb.com/download/Win64OpenSSL-3_5_2.exe'
  checksumType64  = 'sha512'
  checksum64      = '195f470651a00c34bb1a073ceca3fa1cbe3bc86f656bc8958da275fd3ab76a574a33fda1f66940199a4eaceb4a4918ce42175342db62c04ec746ba9db46d2d03'
  silentArgs      = '/VERYSILENT /SUPPRESSMSGBOXES /NORESTART /SP-'
}

Install-ChocolateyPackage @packageArgs

$path = Get-AppInstallLocation OpenSSL-Win
Install-ChocolateyPath -PathToInstall "$path\bin" -PathType Machine
Install-ChocolateyEnvironmentVariable -VariableName OPENSSL_CONF -VariableValue "$path\bin\openssl.cfg"

Write-Warning "OPENSSL_CONF has been set to $path\bin\openssl.cfg"

tools\chocolateyuninstall.ps1

$ErrorActionPreference = 'Stop'
Uninstall-ChocolateyEnvironmentVariable -VariableName OPENSSL_CONF

$path = Get-AppInstallLocation OpenSSL-Win
$pathToRemove = "$path\bin\"
 
foreach ($registryPath in 'hklm:\system\currentcontrolset\control\session manager\environment', 'hkcu:\environment') {
  $p = (Get-Itemproperty -path "$registryPath" -Name Path).Path
  if ("$p" | Select-String -SimpleMatch "$pathToRemove"){
    $newPath = ("$p" -split ';' | ForEach-Object { if (-not ($_ -eq "$pathToRemove")) { $_ } } ) -join ';'
    Set-ItemProperty -path "$registryPath" -Name Path -Value $NewPath
  }
}

Virus Scan Results

No results available for this package. We are building up results for older packages over time so expect to see results. If this is a new package, it should have results within a day or two.

Version History

Version	Downloads	Last Updated	Status
OpenSSL 3.5.2	307	Wednesday, August 6, 2025	Responded
OpenSSL 3.5.1	46256	Wednesday, July 2, 2025	Approved
OpenSSL 3.5.0	90320	Thursday, April 10, 2025	Approved
OpenSSL 3.4.1	94783	Wednesday, February 12, 2025	Approved
OpenSSL 3.4.0	178064	Wednesday, October 23, 2024	Approved
OpenSSL 3.3.2	62920	Wednesday, September 4, 2024	Approved
OpenSSL 3.3.1	106881	Wednesday, June 5, 2024	Approved
OpenSSL 3.3.0	72795	Friday, April 12, 2024	Approved
OpenSSL 3.2.1	79666	Wednesday, January 31, 2024	Approved
OpenSSL 3.2.0	35365	Sunday, January 14, 2024	Approved
OpenSSL 3.1.1	681782	Tuesday, July 18, 2023	Approved
OpenSSL 1.1.1.2100	173797	Wednesday, May 31, 2023	Approved
OpenSSL 1.1.1.2000	174198	Thursday, February 9, 2023	Approved
OpenSSL 1.1.1.1900	139680	Wednesday, November 2, 2022	Approved
OpenSSL 1.1.1.1700	163082	Wednesday, July 6, 2022	Approved
OpenSSL 1.1.1.1600	21277	Wednesday, June 22, 2022	Approved
OpenSSL 1.1.1.1500	54112	Wednesday, May 4, 2022	Approved
OpenSSL 1.1.1.1400	51196	Wednesday, March 16, 2022	Approved
OpenSSL 1.1.1.1300	76746	Thursday, December 16, 2021	Approved
OpenSSL 1.1.1.1200	33530	Thursday, November 11, 2021	Approved
OpenSSL 1.1.1.1100	171347	Friday, March 26, 2021	Approved
OpenSSL 1.1.1.1000	29482	Thursday, February 18, 2021	Approved
OpenSSL 1.1.1.900	60493	Wednesday, December 9, 2020	Approved
OpenSSL 1.1.1.800	59687	Wednesday, September 23, 2020	Approved
OpenSSL 1.1.1.700	78827	Tuesday, April 21, 2020	Approved
OpenSSL 1.1.1.600	6137	Wednesday, April 1, 2020	Approved
OpenSSL 1.1.1.500	17004	Thursday, March 19, 2020	Approved
OpenSSL 1.1.1.400	15925	Saturday, January 11, 2020	Approved
OpenSSL 1.1.1.4	20409	Thursday, September 12, 2019	Approved
OpenSSL 1.1.1.3	3446	Tuesday, September 10, 2019	Approved

Release Notes

https://www.openssl.org/news/newslog.html

Dependencies

- vcredist2015 (≥ 14.0.24215.20170201)

Discussion for the OpenSSL Package

Ground Rules:

This discussion is only about OpenSSL and the OpenSSL 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 OpenSSL, 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

2,799,816

307

06 Aug 2025

06 Aug 2025

OpenSSL

OpenSSL 3.5.2

(Maintainer responded, waiting for review/Maintainer update)

Some Checks Have Failed or Are Not Yet Complete

chtof (maintainer) on 06 Aug 2025 00:25:27 +00:00:

chocolatey-ops (reviewer) on 06 Aug 2025 00:58:20 +00:00:

Guidelines

Notes

chocolatey-ops (reviewer) on 06 Aug 2025 11:32:28 +00:00:

chtof (maintainer) on 06 Aug 2025 20:16:07 +00:00:

chtof (maintainer) on 06 Aug 2025 20:25:12 +00:00:

chocolatey-ops (reviewer) on 07 Aug 2025 02:25:20 +00:00:

chtof (maintainer) on 07 Aug 2025 19:54:17 +00:00:

Ground Rules: