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:

9,187

Downloads of v 2.16.0:

150

Last Update:

02 May 2025

Package Maintainer(s):

Octopus

Software Author(s):

Octopus Deploy

Tags:

automation deployment

Octopus CLI

2.16.0 | Updated: 02 May 2025

Downloads:

9,187

Downloads of v 2.16.0:

150

Maintainer(s):

Octopus

Software Author(s):

Octopus Deploy

Tags:

automation deployment

Octopus CLI 2.16.0

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

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Learn More

Deployment Method: Individual Install, Upgrade, & Uninstall

To install Octopus CLI, run the following command from the command line or from PowerShell:

To upgrade Octopus CLI, run the following command from the command line or from PowerShell:

To uninstall Octopus CLI, 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 octopus-cli --internalize --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 octopus-cli -y --source="'INTERNAL REPO URL'" [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 octopus-cli -y --source="'INTERNAL REPO URL'" 
$exitCode = $LASTEXITCODE

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

Exit $exitCode


- name: Install octopus-cli
  win_chocolatey:
    name: octopus-cli
    version: '2.16.0'
    source: INTERNAL REPO URL
    state: present

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


chocolatey_package 'octopus-cli' do
  action    :install
  source   'INTERNAL REPO URL'
  version  '2.16.0'
end

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


cChocoPackageInstaller octopus-cli
{
    Name     = "octopus-cli"
    Version  = "2.16.0"
    Source   = "INTERNAL REPO URL"
}

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


package { 'octopus-cli':
  ensure   => '2.16.0',
  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.

Package Approved

This package was approved as a trusted package on 02 May 2025.

Description

octopus is Octopus Deploy on the command line. It brings releases, deployments, and other Octopus Deploy concepts to the terminal next to where you are already working with projects and your continuous deployment processes.

Usage

octopus release [list, create, delete]
octopus account [aws|azure|gcp|ssh|token|username] [list, create]
octopus help

Files

tools\chocolateyInstall.ps1

$ErrorActionPreference = 'Stop'

$toolsDir = "$(Split-Path -parent $MyInvocation.MyCommand.Definition)"
$logMsi = Join-Path -Path $env:TEMP -ChildPath ("{0}-{1}-MsiInstall.log" -f $env:ChocolateyPackageName, $env:chocolateyPackageVersion)

$packageArgs = @{
    packageName    = $env:ChocolateyPackageName
    fileType       = 'MSI'
    silentArgs     = "/qn /norestart /log `"$logMsi`""
    file64         = Join-Path -Path $toolsDir -ChildPath "octopus_$($env:ChocolateyPackageVersion)_windows_amd64.msi"
}

Install-ChocolateyInstallPackage @packageArgs

tools\icon.png

tools\LICENSE.txt

From: https://github.com/OctopusDeploy/cli/blob/main/LICENSE

LICENSE

Copyright (c) Octopus Deploy and contributors. All rights reserved.

Licensed under the Apache License, Version 2.0 (the "License"); you may not use
these files except in compliance with the License. You may obtain a copy of the
License at

http://www.apache.org/licenses/LICENSE-2.0

Unless required by applicable law or agreed to in writing, software distributed
under the License is distributed on an "AS IS" BASIS, WITHOUT WARRANTIES OR
CONDITIONS OF ANY KIND, either express or implied. See the License for the
specific language governing permissions and limitations under the License.

tools\octopus_2.16.0_windows_amd64.msi

md5: E67DF20FBD46F694A639B2037191039B | sha1: 49F8070080D5AE3C96D2F38E2413BBAAABD161F4 | sha256: FA88E85EE37A5A07245B3232F78587595D451B74ED2C750A6DA10E311A3DFF80 | sha512: 5354A38B14297B80C5D99D3B74B4F03CA992F523E32844A4E13D6A8C8B9FE6F7DFA39323C37C804AA47BA1B63F5B6EB7437ED3F8021295E672FC7BA057F2DB7B

tools\VERIFICATION.txt

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

This package is published by the Octopus Deploy team itself.

Virus Scan Results

octopus-cli.2.16.0.nupkg (06eb9a061140) - ## / 65
octopus_2.16.0_windows_amd64.msi (fa88e85ee37a) - ## / 63

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
Octopus CLI 2.16.0	150	Friday, May 2, 2025	Approved
Octopus CLI 2.15.7	396	Monday, April 14, 2025	Approved
Octopus CLI 2.15.6	461	Thursday, March 13, 2025	Approved
Octopus CLI 2.15.5	153	Friday, March 7, 2025	Approved
Octopus CLI 2.15.4	27	Friday, March 7, 2025	Approved
Octopus CLI 2.15.3	34	Wednesday, March 5, 2025	Approved
Octopus CLI 2.15.2	79	Tuesday, March 4, 2025	Approved
Octopus CLI 2.15.1	17	Tuesday, March 4, 2025	Approved
Octopus CLI 2.15.0	315	Friday, February 14, 2025	Approved
Octopus CLI 2.14.3	64	Tuesday, February 11, 2025	Approved
Octopus CLI 2.14.2	251	Friday, January 24, 2025	Approved
Octopus CLI 2.14.0	597	Wednesday, December 4, 2024	Approved
Octopus CLI 2.13.0	46	Tuesday, December 3, 2024	Approved
Octopus CLI 2.12.2	189	Wednesday, November 20, 2024	Approved
Octopus CLI 2.12.1	25	Wednesday, November 20, 2024	Approved
Octopus CLI 2.12.0	31	Wednesday, November 20, 2024	Approved
Octopus CLI 2.11.0	190	Wednesday, October 30, 2024	Approved
Octopus CLI 2.10.2	341	Friday, September 20, 2024	Approved
Octopus CLI 2.10.1	98	Thursday, September 19, 2024	Approved
Octopus CLI 2.10.0	46	Wednesday, September 18, 2024	Approved
Octopus CLI 2.9.1	31	Wednesday, September 18, 2024	Approved
Octopus CLI 2.9.0	46	Tuesday, September 17, 2024	Approved
Octopus CLI 2.8.1	36	Monday, September 16, 2024	Approved
Octopus CLI 2.8.0	33	Monday, September 16, 2024	Approved
Octopus CLI 2.7.0	247	Tuesday, July 30, 2024	Approved
Octopus CLI 2.6.0	119	Monday, July 15, 2024	Approved
Octopus CLI 2.5.0	47	Thursday, July 11, 2024	Approved
Octopus CLI 2.4.0	117	Sunday, June 30, 2024	Approved
Octopus CLI 2.3.0	167	Monday, June 10, 2024	Approved
Octopus CLI 2.2.1	157	Tuesday, May 14, 2024	Approved
Octopus CLI 2.1.0	845	Tuesday, January 9, 2024	Approved
Octopus CLI 2.0.0	884	Thursday, January 4, 2024	Approved
Octopus CLI 1.7.1	337	Tuesday, October 31, 2023	Approved
Octopus CLI 1.7.0	46	Tuesday, October 31, 2023	Approved
Octopus CLI 1.6.2	365	Thursday, September 14, 2023	Approved
Octopus CLI 1.6.1	327	Thursday, September 14, 2023	Approved
Octopus CLI 1.6.0	96	Friday, September 8, 2023	Approved
Octopus CLI 1.4.0	223	Tuesday, June 13, 2023	Approved
Octopus CLI 1.3.0	119	Tuesday, May 23, 2023	Approved
Octopus CLI 1.2.2	73	Monday, May 22, 2023	Approved
Octopus CLI 1.2.1	106	Friday, May 12, 2023	Approved
Octopus CLI 1.2.0	219	Tuesday, January 31, 2023	Approved
Octopus CLI 1.1.0	100	Wednesday, January 25, 2023	Approved
Octopus CLI 1.0.0	152	Thursday, January 5, 2023	Approved
Octopus CLI 0.10.2	115	Friday, December 23, 2022	Approved
Octopus CLI 0.10.1	66	Friday, December 23, 2022	Approved
Octopus CLI 0.9.0	71	Thursday, December 22, 2022	Approved
Octopus CLI 0.8.1	68	Monday, December 19, 2022	Approved
Octopus CLI 0.8.0	66	Monday, December 19, 2022	Approved
Octopus CLI 0.7.1	64	Friday, December 16, 2022	Approved
Octopus CLI 0.7.0	71	Tuesday, December 13, 2022	Approved
Octopus CLI 0.6.0	99	Monday, November 28, 2022	Approved
Octopus CLI 0.4.0	93	Thursday, October 13, 2022	Approved

Release Notes

https://github.com/OctopusDeploy/cli/releases/latest

Dependencies

This package has no dependencies.

Discussion for the Octopus CLI Package

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Resources

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02 May 2025

Octopus CLI

Octopus CLI 2.16.0

All Checks are Passing

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

Usage

Ground Rules: