3 files changed, 21 insertions, 4 deletions
diff --git a/lib/license/management/python.rb b/lib/license/management/python.rb
index 8a1a81a..c5f7107 100644
--- a/lib/license/management/python.rb
+++ b/lib/license/management/python.rb
@@ -5,7 +5,7 @@ module License
     class Python
       attr_reader :shell
 
-      def initialize(shell: Shell.new)
+      def initialize(shell: ::License::Management.shell)
         @shell = shell
       end
 
diff --git a/lib/license/management/shell.rb b/lib/license/management/shell.rb
index a1a1412..691a8ea 100644
--- a/lib/license/management/shell.rb
+++ b/lib/license/management/shell.rb
@@ -3,10 +3,12 @@
 module License
   module Management
     class Shell
-      attr_reader :logger
+      attr_reader :custom_certificate_path, :logger
 
-      def initialize(logger: License::Management.logger)
+      def initialize(logger: License::Management.logger, certificate: ENV['ADDITIONAL_CA_CERT_BUNDLE'])
         @logger = logger
+        @custom_certificate_path = Pathname.new('/usr/local/share/ca-certificates/custom.crt')
+        trust!(certificate)
       end
 
       def execute(command, env: {})
@@ -24,11 +26,26 @@ module License
         execute("sh -c '#{expand(command)}'", env: env)
       end
 
+      def custom_certificate_installed?
+        present?(ENV['ADDITIONAL_CA_CERT_BUNDLE']) && custom_certificate_path.exist?
+      end
+
       private
 
       def expand(command)
         Array(command).map(&:to_s).join(' ')
       end
+
+      def trust!(certificate)
+        return unless present?(certificate)
+
+        custom_certificate_path.write(certificate)
+        execute('update-ca-certificates -v')
+      end
+
+      def present?(item)
+        !item.nil? && !item.empty?
+      end
     end
   end
 end
diff --git a/lib/license/management/version.rb b/lib/license/management/version.rb
index edcabbd..b422fd6 100644
--- a/lib/license/management/version.rb
+++ b/lib/license/management/version.rb
@@ -2,6 +2,6 @@
 
 module License
   module Management
-    VERSION = '3.6.0'
+    VERSION = '3.7.0'
   end
 end