Resolve "Mutual SSL Auth For Helm TIller"

app/models/clusters/applications/helm.rb

 # frozen_string_literal: true
+require 'openssl'
+
 module Clusters
   module Applications
     class Helm < ActiveRecord::Base
       self.table_name = 'clusters_applications_helm'
+      attr_encrypted :ca_key,
+        mode: :per_attribute_iv,
+        key: Settings.attr_encrypted_db_key_base_truncated,
+        algorithm: 'aes-256-cbc'
+
       include ::Clusters::Concerns::ApplicationCore
       include ::Clusters::Concerns::ApplicationStatus
       default_value_for :version, Gitlab::Kubernetes::Helm::HELM_VERSION
+      before_create :create_keys_and_certs
+
+      def issue_client_cert
+        ca_cert_obj.issue
+      end
+
       def set_initial_status
         return unless not_installable?
@@ -17,7 +30,41 @@ module Clusters
       end
       def install_command
-        Gitlab::Kubernetes::Helm::InitCommand.new(name)
+        Gitlab::Kubernetes::Helm::InitCommand.new(
+          name: name,
+          files: files
+        )
+      end
+
+      def has_ssl?
+        ca_key.present? && ca_cert.present?
+      end
+
+      private
+
+      def files
+        {
+          'ca.pem': ca_cert,
+          'cert.pem': tiller_cert.cert_string,
+          'key.pem': tiller_cert.key_string
+        }
+      end
+
+      def create_keys_and_certs
+        ca_cert = Gitlab::Kubernetes::Helm::Certificate.generate_root
+        self.ca_key = ca_cert.key_string
+        self.ca_cert = ca_cert.cert_string
+      end
+
+      def tiller_cert
+        @tiller_cert ||= ca_cert_obj.issue(expires_in: Gitlab::Kubernetes::Helm::Certificate::INFINITE_EXPIRY)
+      end
+
+      def ca_cert_obj
+        return unless has_ssl?
+
+        Gitlab::Kubernetes::Helm::Certificate
+          .from_strings(ca_key, ca_cert)
       end
     end
   end

app/models/clusters/applications/ingress.rb

@@ -37,10 +37,10 @@ module Clusters
       def install_command
         Gitlab::Kubernetes::Helm::InstallCommand.new(
-          name,
+          name: name,
           version: VERSION,
           chart: chart,
-          values: values
+          files: files
         )
       end

app/models/clusters/applications/jupyter.rb

@@ -38,10 +38,10 @@ module Clusters
       def install_command
         Gitlab::Kubernetes::Helm::InstallCommand.new(
-          name,
+          name: name,
           version: VERSION,
           chart: chart,
-          values: values,
+          files: files,
           repository: repository
         )
       end

app/models/clusters/applications/prometheus.rb

@@ -46,10 +46,10 @@ module Clusters
       def install_command
         Gitlab::Kubernetes::Helm::InstallCommand.new(
-          name,
+          name: name,
           version: VERSION,
           chart: chart,
-          values: values
+          files: files
         )
       end

app/models/clusters/applications/runner.rb

@@ -31,10 +31,10 @@ module Clusters
       def install_command
         Gitlab::Kubernetes::Helm::InstallCommand.new(
-          name,
+          name: name,
           version: VERSION,
           chart: chart,
-          values: values,
+          files: files,
           repository: repository
         )
       end

app/models/clusters/concerns/application_data.rb

@@ -14,8 +14,34 @@ module Clusters
           File.read(chart_values_file)
         end
+        def files
+          @files ||= begin
+            files = { 'values.yaml': values }
+
+            files.merge!(certificate_files) if cluster.application_helm.has_ssl?
+
+            files
+          end
+        end
+
         private
+        def certificate_files
+          {
+            'ca.pem': ca_cert,
+            'cert.pem': helm_cert.cert_string,
+            'key.pem': helm_cert.key_string
+          }
+        end
+
+        def ca_cert
+          cluster.application_helm.ca_cert
+        end
+
+        def helm_cert
+          @helm_cert ||= cluster.application_helm.issue_client_cert
+        end
+
         def chart_values_file
           "#{Rails.root}/vendor/#{name}/values.yaml"
         end

changelogs/unreleased/48098-mutual-auth-cluster-applications.yml

+---
+title: Ensure installed Helm Tiller For GitLab Managed Apps Is protected by mutual
+  auth
+merge_request: 20928
+author:
+type: changed

db/migrate/20180612103626_add_columns_for_helm_tiller_certificates.rb

+# frozen_string_literal: true
+class AddColumnsForHelmTillerCertificates < ActiveRecord::Migration
+  include Gitlab::Database::MigrationHelpers
+
+  DOWNTIME = false
+
+  def change
+    add_column :clusters_applications_helm, :encrypted_ca_key, :text
+    add_column :clusters_applications_helm, :encrypted_ca_key_iv, :text
+    add_column :clusters_applications_helm, :ca_cert, :text
+  end
+end

db/schema.rb

@@ -637,6 +637,9 @@ ActiveRecord::Schema.define(version: 20180726172057) do
     t.integer "status", null: false
     t.string "version", null: false
     t.text "status_reason"
+    t.text "encrypted_ca_key"
+    t.text "encrypted_ca_key_iv"
+    t.text "ca_cert"
   end
   create_table "clusters_applications_ingress", force: :cascade do |t|

lib/gitlab/kubernetes/config_map.rb

 module Gitlab
   module Kubernetes
     class ConfigMap
-      def initialize(name, values = "")
+      def initialize(name, files)
         @name = name
-        @values = values
+        @files = files
       end
       def generate
         resource = ::Kubeclient::Resource.new
         resource.metadata = metadata
-        resource.data = { values: values }
+        resource.data = files
         resource
       end
@@ -19,7 +19,7 @@ module Gitlab
       private
-      attr_reader :name, :values
+      attr_reader :name, :files
       def metadata
         {

lib/gitlab/kubernetes/helm/api.rb

@@ -9,7 +9,7 @@ module Gitlab
         def install(command)
           namespace.ensure_exists!
-          create_config_map(command) if command.config_map?
+          create_config_map(command)
           kubeclient.create_pod(command.pod_resource)
         end

lib/gitlab/kubernetes/helm/base_command.rb

 module Gitlab
   module Kubernetes
     module Helm
-      class BaseCommand
-        attr_reader :name
-
-        def initialize(name)
-          @name = name
-        end
-
+      module BaseCommand
         def pod_resource
           Gitlab::Kubernetes::Helm::Pod.new(self, namespace).generate
         end
@@ -24,16 +18,32 @@ module Gitlab
           HEREDOC
         end
-        def config_map?
-          false
-        end
-
         def pod_name
           "install-#{name}"
         end
+        def config_map_resource
+          Gitlab::Kubernetes::ConfigMap.new(name, files).generate
+        end
+
+        def file_names
+          files.keys
+        end
+
+        def name
+          raise "Not implemented"
+        end
+
+        def files
+          raise "Not implemented"
+        end
+
         private
+        def files_dir
+          "/data/helm/#{name}/config"
+        end
+
         def namespace
           Gitlab::Kubernetes::Helm::NAMESPACE
         end

lib/gitlab/kubernetes/helm/certificate.rb

+# frozen_string_literal: true
+module Gitlab
+  module Kubernetes
+    module Helm
+      class Certificate
+        INFINITE_EXPIRY = 1000.years
+        SHORT_EXPIRY = 30.minutes
+
+        attr_reader :key, :cert
+
+        def key_string
+          @key.to_s
+        end
+
+        def cert_string
+          @cert.to_pem
+        end
+
+        def self.from_strings(key_string, cert_string)
+          key = OpenSSL::PKey::RSA.new(key_string)
+          cert = OpenSSL::X509::Certificate.new(cert_string)
+          new(key, cert)
+        end
+
+        def self.generate_root
+          _issue(signed_by: nil, expires_in: INFINITE_EXPIRY, certificate_authority: true)
+        end
+
+        def issue(expires_in: SHORT_EXPIRY)
+          self.class._issue(signed_by: self, expires_in: expires_in, certificate_authority: false)
+        end
+
+        private
+
+        def self._issue(signed_by:, expires_in:, certificate_authority:)
+          key = OpenSSL::PKey::RSA.new(4096)
+          public_key = key.public_key
+
+          subject = OpenSSL::X509::Name.parse("/C=US")
+
+          cert = OpenSSL::X509::Certificate.new
+          cert.subject = subject
+
+          cert.issuer = signed_by&.cert&.subject || subject
+
+          cert.not_before = Time.now
+          cert.not_after = expires_in.from_now
+          cert.public_key = public_key
+          cert.serial = 0x0
+          cert.version = 2
+
+          if certificate_authority
+            extension_factory = OpenSSL::X509::ExtensionFactory.new
+            extension_factory.subject_certificate = cert
+            extension_factory.issuer_certificate = cert
+            cert.add_extension(extension_factory.create_extension('subjectKeyIdentifier', 'hash'))
+            cert.add_extension(extension_factory.create_extension('basicConstraints', 'CA:TRUE', true))
+            cert.add_extension(extension_factory.create_extension('keyUsage', 'cRLSign,keyCertSign', true))
+          end
+
+          cert.sign(signed_by&.key || key, OpenSSL::Digest::SHA256.new)
+
+          new(key, cert)
+        end
+
+        def initialize(key, cert)
+          @key = key
+          @cert = cert
+        end
+      end
+    end
+  end
+end

lib/gitlab/kubernetes/helm/init_command.rb

 module Gitlab
   module Kubernetes
     module Helm
-      class InitCommand < BaseCommand
+      class InitCommand
+        include BaseCommand
+
+        attr_reader :name, :files
+
+        def initialize(name:, files:)
+          @name = name
+          @files = files
+        end
+
         def generate_script
           super + [
             init_helm_command
@@ -11,7 +20,12 @@ module Gitlab
         private
         def init_helm_command
-          "helm init >/dev/null"
+          tls_flags = "--tiller-tls" \
+            " --tiller-tls-verify --tls-ca-cert #{files_dir}/ca.pem" \
+            " --tiller-tls-cert #{files_dir}/cert.pem" \
+            " --tiller-tls-key #{files_dir}/key.pem"
+
+          "helm init #{tls_flags} >/dev/null"
         end
       end
     end

lib/gitlab/kubernetes/helm/install_command.rb

 module Gitlab
   module Kubernetes
     module Helm
-      class InstallCommand < BaseCommand
-        attr_reader :name, :chart, :version, :repository, :values
-        def initialize(name, chart:, values:, version: nil, repository: nil)
+      class InstallCommand
+        include BaseCommand
+        attr_reader :name, :files, :chart, :version, :repository
+
+        def initialize(name:, chart:, files:, version: nil, repository: nil)
           @name = name
           @chart = chart
           @version = version
-          @values = values
+          @files = files
           @repository = repository
         end
@@ -20,14 +22,6 @@ module Gitlab
           ].compact.join("\n")
         end
-        def config_map?
-          true
-        end
-
-        def config_map_resource
-          Gitlab::Kubernetes::ConfigMap.new(name, values).generate
-        end
-
         private
         def init_command
@@ -39,14 +33,25 @@ module Gitlab
         end
         def script_command
-          <<~HEREDOC
-          helm install #{chart} --name #{name}#{optional_version_flag} --namespace #{Gitlab::Kubernetes::Helm::NAMESPACE} -f /data/helm/#{name}/config/values.yaml >/dev/null
-          HEREDOC
+          init_flags = "--name #{name}#{optional_tls_flags}#{optional_version_flag}" \
+            " --namespace #{Gitlab::Kubernetes::Helm::NAMESPACE}" \
+            " -f /data/helm/#{name}/config/values.yaml"
+
+          "helm install #{chart} #{init_flags} >/dev/null\n"
         end
         def optional_version_flag
           " --version #{version}" if version
         end
+
+        def optional_tls_flags
+          return unless files.key?(:'ca.pem')
+
+          " --tls" \
+            " --tls-ca-cert #{files_dir}/ca.pem" \
+            " --tls-cert #{files_dir}/cert.pem" \
+            " --tls-key #{files_dir}/key.pem"
+        end
       end
     end
   end

lib/gitlab/kubernetes/helm/pod.rb

@@ -10,10 +10,8 @@ module Gitlab
         def generate
           spec = { containers: [container_specification], restartPolicy: 'Never' }
-          if command.config_map?
-            spec[:volumes] = volumes_specification
-            spec[:containers][0][:volumeMounts] = volume_mounts_specification
-          end
+          spec[:volumes] = volumes_specification
+          spec[:containers][0][:volumeMounts] = volume_mounts_specification
           ::Kubeclient::Resource.new(metadata: metadata, spec: spec)
         end
@@ -61,7 +59,7 @@ module Gitlab
               name: 'configuration-volume',
               configMap: {
                 name: "values-content-configuration-#{command.name}",
-                items: [{ key: 'values', path: 'values.yaml' }]
+                items: command.file_names.map { |name| { key: name, path: name } }
               }
             }
           ]

qa/qa/factory/resource/kubernetes_cluster.rb

@@ -44,10 +44,11 @@ module QA
               page.await_installed(:helm)
               page.install!(:ingress) if @install_ingress
-              page.await_installed(:ingress) if @install_ingress
               page.install!(:prometheus) if @install_prometheus
-              page.await_installed(:prometheus) if @install_prometheus
               page.install!(:runner) if @install_runner
+
+              page.await_installed(:ingress) if @install_ingress
+              page.await_installed(:prometheus) if @install_prometheus
               page.await_installed(:runner) if @install_runner
             end
           end

qa/qa/page/project/operations/kubernetes/show.rb

@@ -16,6 +16,7 @@ module QA
             def install!(application_name)
               within(".js-cluster-application-row-#{application_name}") do
+                page.has_button?('Install', wait: 30)
                 click_on 'Install'
               end
             end

spec/factories/clusters/applications/helm.rb

@@ -32,11 +32,21 @@ FactoryBot.define do
       updated_at ClusterWaitForAppInstallationWorker::TIMEOUT.ago
     end
-    factory :clusters_applications_ingress, class: Clusters::Applications::Ingress
-    factory :clusters_applications_prometheus, class: Clusters::Applications::Prometheus
-    factory :clusters_applications_runner, class: Clusters::Applications::Runner
+    factory :clusters_applications_ingress, class: Clusters::Applications::Ingress do
+      cluster factory: %i(cluster with_installed_helm provided_by_gcp)
+    end
+
+    factory :clusters_applications_prometheus, class: Clusters::Applications::Prometheus do
+      cluster factory: %i(cluster with_installed_helm provided_by_gcp)
+    end
+
+    factory :clusters_applications_runner, class: Clusters::Applications::Runner do
+      cluster factory: %i(cluster with_installed_helm provided_by_gcp)
+    end
+
     factory :clusters_applications_jupyter, class: Clusters::Applications::Jupyter do
       oauth_application factory: :oauth_application
+      cluster factory: %i(cluster with_installed_helm provided_by_gcp)
     end
   end
 end

spec/factories/clusters/clusters.rb

@@ -36,5 +36,9 @@ FactoryBot.define do
     trait :production_environment do
       sequence(:environment_scope) { |n| "production#{n}/*" }
     end
+
+    trait :with_installed_helm do
+      application_helm factory: %i(clusters_applications_helm installed)
+    end
   end
 end