diff --git a/CHANGELOG.md b/CHANGELOG.md
index 444f15b8..3fcbbb51 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,7 @@
 
 ## master (unreleased)
 
+* Adds Sidekiq generator. ([@TheZero0-ctrl][])
 * Update Tailwind generator to use tailwindcss-rails gem instead of manually installing everything via npm ([@coolprobn][])
 * Fixed callback method name for Google OAuth2 Omniauth ([@coezbek][] & [@coolprobn][])
 
diff --git a/README.md b/README.md
index 04c44110..a3025291 100644
--- a/README.md
+++ b/README.md
@@ -98,6 +98,7 @@ The boring generator introduces following generators:
 - Install Annotate: `rails generate boring:annotate:install`
 - Install CanCanCan: `rails generate boring:cancancan:install`
 - Install Gitlab CI: `rails generate boring:ci:gitlab_ci:install`
+- Install Sidekiq: `rails generate boring:sidekiq:install`
 
 ## Screencasts
 
diff --git a/lib/generators/boring/sidekiq/install/install_generator.rb b/lib/generators/boring/sidekiq/install/install_generator.rb
new file mode 100644
index 00000000..ca8991fc
--- /dev/null
+++ b/lib/generators/boring/sidekiq/install/install_generator.rb
@@ -0,0 +1,93 @@
+# frozen_string_literal: true
+
+require "boring_generators/generator_helper"
+
+module Boring
+  module Sidekiq
+    class InstallGenerator < Rails::Generators::Base
+      include BoringGenerators::GeneratorHelper
+
+      desc "Adds Sidekiq to the application"
+      source_root File.expand_path("templates", __dir__)
+
+      class_option :skip_web_ui,
+                   type: :boolean,
+                   aliases: "-sw",
+                   default: false,
+                   desc:
+                     "Tell us if you want to skip sidekiq routes for viewing Web UI. Defaults to false."
+      class_option :skip_authenticated_web_ui,
+                   type: :boolean,
+                   aliases: "-saw",
+                   default: false,
+                   desc:
+                     "Tell us if you want sidekiq web UI to only be accessed by authenticated users. Defaults to false."
+      class_option :skip_procfile_config,
+                   type: :boolean,
+                   aliases: "-sp",
+                   default: false,
+                   desc:
+                     "Tell us if you want to skip adding sidekiq worker to Procfile. Defaults to false."
+
+      def add_sidekiq_gem
+        say "Adding sidekiq gem to Gemfile", :green
+        check_and_install_gem("sidekiq")
+        bundle_install
+      end
+
+      def set_sidekiq_as_active_job_adapter
+        say "Setting sidekiq as active_job adapter", :green
+
+        inject_into_file "config/application.rb",
+                         optimize_indentation(
+                           "config.active_job.queue_adapter = :sidekiq\n",
+                           4
+                         ),
+                         after: /class Application < Rails::Application\n/
+      end
+
+      def add_sidekiq_web_ui
+        return if options[:skip_web_ui]
+
+        say "Adding sidekiq web UI", :green
+
+        if options[:skip_authenticated_web_ui]
+          route = "mount Sidekiq::Web => '/sidekiq'\n\n"
+        else
+          route = <<~RUBY
+            authenticate :user do
+              mount Sidekiq::Web => '/sidekiq'
+            end
+
+          RUBY
+        end
+
+        inject_into_file "config/routes.rb",
+                         "require 'sidekiq/web'\n\n",
+                         before: "Rails.application.routes.draw do\n"
+
+        inject_into_file "config/routes.rb",
+                         optimize_indentation(route, 2),
+                         after: "Rails.application.routes.draw do\n"
+      end
+
+      def add_sidekiq_worker_to_procfile
+        return if options[:skip_procfile_config] || !File.exist?("Procfile.dev")
+
+        say "Adding sidekiq worker to Procfile.dev", :green
+        append_to_file "Procfile.dev", "worker: bundle exec sidekiq"
+      end
+
+      def show_message
+        return if options[:skip_routes]
+
+        if options[:authenticate_routes_with_devise]
+          readme "README"
+        else
+          say "\nWe've added Sidekiq routes. Please protect it as necessary to suit your requirements.",
+              :yellow
+        end
+      end
+    end
+  end
+end
diff --git a/lib/generators/boring/sidekiq/install/templates/README b/lib/generators/boring/sidekiq/install/templates/README
new file mode 100644
index 00000000..b3c132d6
--- /dev/null
+++ b/lib/generators/boring/sidekiq/install/templates/README
@@ -0,0 +1,12 @@
+===============================================================================
+
+We've protected Sidekiq routes with Devise to ensure only authenticated users can access them.
+This is implemented in the following snippet located in the config/routes.rb file.
+```
+authenticate :user do
+  mount Sidekiq::Web => '/sidekiq'
+end
+```
+Please adjust it as necessary to suit your requirements.
+
+===============================================================================
diff --git a/test/generators/sidekiq_install_generator_test.rb b/test/generators/sidekiq_install_generator_test.rb
new file mode 100644
index 00000000..4d08f38b
--- /dev/null
+++ b/test/generators/sidekiq_install_generator_test.rb
@@ -0,0 +1,76 @@
+# frozen_string_literal: true
+
+require "test_helper"
+require "generators/boring/sidekiq/install/install_generator"
+
+class SidekiqInstallGeneratorTest < Rails::Generators::TestCase
+  tests Boring::Sidekiq::InstallGenerator
+  setup :build_app
+  teardown :teardown_app
+
+  include GeneratorHelper
+  include ActiveSupport::Testing::Isolation
+
+  def destination_root
+    app_path
+  end
+
+  def test_should_configure_sidekiq
+    Dir.chdir(app_path) do
+      add_procfile
+      quietly { run_generator }
+
+      assert_gem "sidekiq"
+      assert_file "config/application.rb" do |content|
+        assert_match(/config\.active_job\.queue_adapter = :sidekiq/, content)
+      end
+      assert_file "config/routes.rb" do |content|
+        assert_match(/require 'sidekiq\/web'/, content)
+        assert_match(/authenticate :user do/, content)
+        assert_match(/mount Sidekiq::Web/, content)
+      end
+
+      assert_file "Procfile.dev" do |content|
+        assert_match(/worker: bundle exec sidekiq/, content)
+      end
+    end
+  end
+
+  def test_should_skip_sidekiq_web_ui
+    Dir.chdir(app_path) do
+      quietly { run_generator %w[--skip_web_ui] }
+
+      assert_file "config/routes.rb" do |content|
+        assert_no_match(/mount Sidekiq::Web/, content)
+      end
+    end
+  end
+
+  def test_should_skip_authenticated_web_ui
+    Dir.chdir(app_path) do
+      quietly { run_generator %w[--skip_authenticated_web_ui] }
+
+      assert_file "config/routes.rb" do |content|
+        refute_match(/authenticate :user do/, content)
+        assert_match(/mount Sidekiq::Web/, content)
+      end
+    end
+  end
+
+  def test_should_skip_procfile_config
+    Dir.chdir(app_path) do
+      add_procfile
+      quietly { run_generator %w[--skip_procfile_config] }
+      
+      assert_file "Procfile.dev" do |content|
+        assert_no_match(/worker: bundle exec sidekiq/, content)
+      end
+    end
+  end
+
+  private
+
+  def add_procfile
+    File.write("#{app_path}/Procfile.dev", "web: bin/rails server -p 3000 -b 0.0.0.0")
+  end
+end