diff --git a/.expeditor/habitat-test.pipeline.yml b/.expeditor/habitat-test.pipeline.yml
index da3af8d02..afc6244e4 100644
--- a/.expeditor/habitat-test.pipeline.yml
+++ b/.expeditor/habitat-test.pipeline.yml
@@ -32,3 +32,4 @@ steps:
             - FORCE_FFI_YAJL=ext
             - EXPIRE_CACHE=true
             - CHEF_LICENSE=accept-no-persist
+            - CHEF_LICENSE_SERVER=http://hosted-license-service-lb-8000-606952349.us-west-2.elb.amazonaws.com:8000/
diff --git a/.expeditor/verify.pipeline.yml b/.expeditor/verify.pipeline.yml
index 8b6d77356..f900c5548 100644
--- a/.expeditor/verify.pipeline.yml
+++ b/.expeditor/verify.pipeline.yml
@@ -17,6 +17,9 @@ steps:
       executor:
         docker:
           image: ruby:3.1
+          environment:
+            - CHEF_LICENSE=accept-no-persist
+            - CHEF_LICENSE_SERVER=http://hosted-license-service-lb-8000-606952349.us-west-2.elb.amazonaws.com:8000/
 
   - label: run-specs-ruby-3.3
     command:
@@ -25,6 +28,9 @@ steps:
       executor:
         docker:
           image: ruby:3.3
+          environment:
+            - CHEF_LICENSE=accept-no-persist
+            - CHEF_LICENSE_SERVER=http://hosted-license-service-lb-8000-606952349.us-west-2.elb.amazonaws.com:8000/
 
   - label: run-specs-windows-ruby-3.1
     command:
@@ -40,6 +46,7 @@ steps:
             - FORCE_FFI_YAJL=ext
             - EXPIRE_CACHE=true
             - CHEF_LICENSE=accept-no-persist
+            - CHEF_LICENSE_SERVER=http://hosted-license-service-lb-8000-606952349.us-west-2.elb.amazonaws.com:8000/
 
   - label: run-specs-windows-ruby-3.3
     command:
@@ -55,3 +62,4 @@ steps:
             - FORCE_FFI_YAJL=ext
             - EXPIRE_CACHE=true
             - CHEF_LICENSE=accept-no-persist
+            - CHEF_LICENSE_SERVER=http://hosted-license-service-lb-8000-606952349.us-west-2.elb.amazonaws.com:8000/
diff --git a/kitchen.dokken.yml b/kitchen.dokken.yml
index e3063cb50..2d99e701b 100644
--- a/kitchen.dokken.yml
+++ b/kitchen.dokken.yml
@@ -6,6 +6,8 @@ driver:
 provisioner:
   name: dokken
   chef_license: accept-no-persist
+  chef_license_server:
+    - http://hosted-license-service-lb-8000-606952349.us-west-2.elb.amazonaws.com:8000/
 
 transport:
   name: dokken
diff --git a/lib/kitchen/cli.rb b/lib/kitchen/cli.rb
index 73d098d1f..8b9fe5446 100644
--- a/lib/kitchen/cli.rb
+++ b/lib/kitchen/cli.rb
@@ -301,6 +301,11 @@ def console
       perform("console", "console")
     end
 
+    desc "license", "Manage the chef licenses"
+    def license(*args)
+      perform("license", "license", args)
+    end
+
     register Kitchen::Generator::Init, "init",
       "init", "Adds some configuration to your cookbook so Kitchen can rock"
     long_desc <<-D, for: "init"
diff --git a/lib/kitchen/command/license.rb b/lib/kitchen/command/license.rb
new file mode 100644
index 000000000..9f0b31abb
--- /dev/null
+++ b/lib/kitchen/command/license.rb
@@ -0,0 +1,22 @@
+require_relative "../command"
+require "kitchen/licensing/base"
+
+module Kitchen
+  module Command
+    # Command to manage the licenses
+    class License < Kitchen::Command::Base
+      def call
+        case args[0]
+        when "list"
+          ChefLicensing.list_license_keys_info
+        when "add"
+          ChefLicensing.add_license
+        else
+          ChefLicensing.fetch_and_persist.each do |key|
+            puts "License_key: #{key}"
+          end
+        end
+      end
+    end
+  end
+end
diff --git a/lib/kitchen/licensing/base.rb b/lib/kitchen/licensing/base.rb
new file mode 100644
index 000000000..7ac3709dd
--- /dev/null
+++ b/lib/kitchen/licensing/base.rb
@@ -0,0 +1,53 @@
+# frozen_string_literal: true
+
+# Copyright:: Chef Software Inc.
+# License:: Apache License, Version 2.0
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file 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.
+#
+
+require_relative "config"
+require "chef-licensing"
+require "faraday_middleware"
+
+module Kitchen
+  module Licensing
+    class Base
+
+      OMNITRUCK_URLS = {
+        "free"       => "https://chefdownload-trial.chef.io",
+        "trial"      => "https://chefdownload-trial.chef.io",
+        "commercial" => "https://chefdownload-commerical.chef.io",
+      }.freeze
+
+      class << self
+        def get_license_keys
+          keys = ChefLicensing.license_keys
+          raise ChefLicensing::InvalidLicense, "A valid license is required to perform this action." if keys.blank?
+
+          client = get_license_client(keys)
+
+          [keys.last, client.license_type, install_sh_url(client.license_type, keys)]
+        end
+
+        def get_license_client(keys)
+          ChefLicensing::Api::Client.info(license_keys: keys)
+        end
+
+        def install_sh_url(type, keys, ext = "sh")
+          OMNITRUCK_URLS[type] + "/install.#{ext}?license_id=#{keys.join(",")}"
+        end
+      end
+    end
+  end
+end
\ No newline at end of file
diff --git a/lib/kitchen/licensing/config.rb b/lib/kitchen/licensing/config.rb
new file mode 100644
index 000000000..b4cc5d3d1
--- /dev/null
+++ b/lib/kitchen/licensing/config.rb
@@ -0,0 +1,27 @@
+# frozen_string_literal: true
+
+# Copyright:: Chef Software Inc.
+# License:: Apache License, Version 2.0
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file 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.
+#
+
+require "chef-licensing"
+
+ChefLicensing.configure do |config|
+  config.chef_product_name = "Test Kitchen"
+  config.chef_entitlement_id = "x6f3bc76-a94f-4b6c-bc97-4b7ed2b045c0"
+  config.chef_executable_name = "kitchen"
+  config.license_server_url = "https://services.chef.io/licensing"
+  # config.license_server_url   = "https://licensing-acceptance.chef.co/License"
+end
diff --git a/lib/kitchen/provisioner/base.rb b/lib/kitchen/provisioner/base.rb
index 894944392..7d6c621ed 100644
--- a/lib/kitchen/provisioner/base.rb
+++ b/lib/kitchen/provisioner/base.rb
@@ -192,7 +192,7 @@ def sandbox_dirs
       # will persist after the process terminates. In other words, cleanup is
       # explicit. This method is safe to call multiple times.
       def cleanup_sandbox
-        return if sandbox_path.nil?
+        return if @sandbox_path.nil?
 
         debug("Cleaning up local sandbox in #{sandbox_path}")
         FileUtils.rmtree(sandbox_path)
diff --git a/lib/kitchen/provisioner/chef_base.rb b/lib/kitchen/provisioner/chef_base.rb
index 742e473c2..5c41fe0e6 100644
--- a/lib/kitchen/provisioner/chef_base.rb
+++ b/lib/kitchen/provisioner/chef_base.rb
@@ -345,7 +345,7 @@ def install_options
         add_omnibus_directory_option if instance.driver.cache_directory
         project = /\s*-P (\w+)\s*/.match(config[:chef_omnibus_install_options])
         {
-          omnibus_url: config[:chef_omnibus_url],
+          omnibus_url: config[:install_sh_url] || config[:chef_omnibus_url],
           project: project.nil? ? nil : project[1],
           install_flags: config[:chef_omnibus_install_options],
           sudo_command:,
@@ -544,6 +544,15 @@ def script_for_product
             prox.delete_if { |p| %i{https_proxy ftp_proxy no_proxy}.include?(p) } if powershell_shell?
           end
           opts[:install_command_options].merge!(proxies)
+
+          if config[:install_sh_url] || config[:install_ps1_url]
+            opts[:new_omnibus_download_url] = if powershell_shell?
+                                                config[:install_ps1_url]
+                                              else
+                                                config[:install_sh_url]
+                                              end
+
+          end
         end)
         config[:chef_omnibus_root] = installer.root
         if powershell_shell?
@@ -580,8 +589,10 @@ def install_from_file(command)
       # @api private
       def script_for_omnibus_version
         require "mixlib/install/script_generator"
+        opts = install_options
+        opts[:omnibus_url] = config[:install_sh_url] if config[:install_sh_url]
         installer = Mixlib::Install::ScriptGenerator.new(
-          config[:require_chef_omnibus], powershell_shell?, install_options
+          config[:require_chef_omnibus], powershell_shell?, opts
         )
         config[:chef_omnibus_root] = installer.root
         sudo(installer.install_command)
diff --git a/lib/kitchen/provisioner/chef_infra.rb b/lib/kitchen/provisioner/chef_infra.rb
index e8c4c2240..2eb8dcc74 100644
--- a/lib/kitchen/provisioner/chef_infra.rb
+++ b/lib/kitchen/provisioner/chef_infra.rb
@@ -1,3 +1,4 @@
+# frozen_string_literal: true
 #
 # Author:: Fletcher Nichol (<fnichol@nichol.ca>)
 #
@@ -16,6 +17,7 @@
 # limitations under the License.
 
 require_relative "chef_base"
+require "kitchen/licensing/base"
 
 module Kitchen
   module Provisioner
@@ -23,6 +25,7 @@ module Provisioner
     #
     # @author Fletcher Nichol <fnichol@nichol.ca>
     class ChefInfra < ChefBase
+
       kitchen_provisioner_api_version 2
 
       plugin_version Kitchen::VERSION
@@ -32,6 +35,8 @@ class ChefInfra < ChefBase
       default_config :json_attributes, true
       default_config :chef_zero_host, nil
       default_config :chef_zero_port, 8889
+      default_config :chef_license_key, nil
+      default_config :chef_license_server, []
 
       default_config :chef_client_path do |provisioner|
         provisioner
@@ -51,12 +56,47 @@ def create_sandbox
         prepare_config_rb
       end
 
+      def prepare_command
+        nonce = Base64.encode64(SecureRandom.random_bytes(16)).strip
+        timestamp = Time.now.utc.to_i.to_s
+
+        message = "#{nonce}:#{timestamp}"
+        signature = OpenSSL::HMAC.hexdigest("SHA256", context_key, message)
+
+        file_content = "nonce:#{nonce}\ntimestamp:#{timestamp}\nsignature:#{signature}"
+        file_location = config[:root_path] + "/#{context_key}"
+
+        sudo("echo '#{file_content}' > #{file_location}")
+      end
+
       def run_command
-        cmd = "#{sudo(config[:chef_client_path])} --local-mode".tap { |str| str.insert(0, "& ") if powershell_shell? }
+        cmd = "#{context_env_command} #{sudo(config[:chef_client_path])} --local-mode --chef-license-key=#{config[:chef_license_key]} "
 
         chef_cmd(cmd)
       end
 
+      def check_license
+        super
+
+        info("Fetching the Chef license key")
+        unless config[:chef_license_server].nil? || config[:chef_license_server].empty?
+          ENV["CHEF_LICENSE_SERVER"] = config[:chef_license_server].join(",")
+        end
+
+        key, type, install_sh_url = if config[:chef_license_key].nil?
+                                      Licensing::Base.get_license_keys
+                                    else
+                                      key = config[:chef_license_key]
+                                      client = Licensing::Base.get_license_client([key])
+
+                                      [key, client.license_type, Licensing::Base.install_sh_url(client.license_type, [key])]
+                                    end
+
+        config[:chef_license_key] = key
+        config[:install_sh_url] = install_sh_url
+        config[:chef_license_type] = type
+      end
+
       private
 
       # Adds optional flags to a chef-client command, depending on
@@ -162,6 +202,18 @@ def shim_command
       def supports_policyfile?
         true
       end
+
+      def context_key
+        @context_key ||= SecureRandom.hex(16)
+      end
+
+      def context_env_command
+        if powershell_shell?
+          "$env:TEST_KITCHEN_CONTEXT = '#{context_key}'; &"
+        else
+          "export TEST_KITCHEN_CONTEXT=#{context_key};"
+        end
+      end
     end
   end
 end
diff --git a/test-kitchen.gemspec b/test-kitchen.gemspec
index 4cfdbef05..19bf72b3c 100644
--- a/test-kitchen.gemspec
+++ b/test-kitchen.gemspec
@@ -37,4 +37,5 @@ Gem::Specification.new do |gem|
   # Required to run the Chef provisioner local license check for remote systems
   # TK is not under Chef EULA
   gem.add_dependency "license-acceptance", ">= 1.0.11", "< 3.0" # pinning until we can confirm 3+ works
+  gem.add_dependency "chef-licensing",     "~> 1.0"
 end