diff --git a/Library/Homebrew/sorbet/files.yaml b/Library/Homebrew/sorbet/files.yaml
index 297977885f..25b5b856dd 100644
--- a/Library/Homebrew/sorbet/files.yaml
+++ b/Library/Homebrew/sorbet/files.yaml
@@ -82,6 +82,7 @@ false:
   - ./cleanup.rb
   - ./cli/parser.rb
   - ./cmd/--cache.rb
+  - ./cmd/--caskroom.rb
   - ./cmd/--cellar.rb
   - ./cmd/--env.rb
   - ./cmd/--prefix.rb
@@ -489,9 +490,12 @@ false:
   - ./rubocops/cask/homepage_matches_url.rb
   - ./rubocops/cask/homepage_url_trailing_slash.rb
   - ./rubocops/cask/mixin/cask_help.rb
+  - ./rubocops/cask/mixin/on_desc_stanza.rb
   - ./rubocops/cask/mixin/on_homepage_stanza.rb
   - ./rubocops/cask/no_dsl_version.rb
   - ./rubocops/cask/stanza_order.rb
+  - ./rubocops/shared/desc_helper.rb
+  - ./rubocops/shared/helper_functions.rb
   - ./searchable.rb
   - ./test/PATH_spec.rb
   - ./test/bash_spec.rb
@@ -512,6 +516,7 @@ false:
   - ./test/checksum_spec.rb
   - ./test/cleaner_spec.rb
   - ./test/cmd/--cache_spec.rb
+  - ./test/cmd/--caskroom_spec.rb
   - ./test/cmd/--cellar_spec.rb
   - ./test/cmd/--env_spec.rb
   - ./test/cmd/--prefix_spec.rb
@@ -555,6 +560,7 @@ false:
   - ./test/compiler_failure_spec.rb
   - ./test/cxxstdlib_spec.rb
   - ./test/dependable_spec.rb
+  - ./test/dependencies_helpers_spec.rb
   - ./test/descriptions_spec.rb
   - ./test/dev-cmd/bottle_spec.rb
   - ./test/dev-cmd/bump-formula-pr_spec.rb
@@ -617,6 +623,7 @@ false:
   - ./test/requirements/osxfuse_requirement_spec.rb
   - ./test/requirements_spec.rb
   - ./test/rubocop_spec.rb
+  - ./test/rubocops/cask/desc_spec.rb
   - ./test/rubocops/cask/homepage_matches_url_spec.rb
   - ./test/rubocops/cask/homepage_url_trailing_slash_spec.rb
   - ./test/rubocops/cask/no_dsl_version_spec.rb
@@ -818,6 +825,7 @@ false:
   - ./test/utils/github_spec.rb
   - ./test/utils/popen_spec.rb
   - ./test/utils/shell_spec.rb
+  - ./test/utils/spdx_spec.rb
   - ./test/utils/svn_spec.rb
   - ./test/utils/tty_spec.rb
   - ./test/version_spec.rb
@@ -837,13 +845,17 @@ true:
   - ./checksum.rb
   - ./cleaner.rb
   - ./cli/args.rb
+  - ./compat/cli/parser.rb
+  - ./compat/dependencies_helpers.rb
   - ./compat/extend/nil.rb
   - ./compat/extend/string.rb
   - ./compat/formula.rb
   - ./compat/os/mac.rb
   - ./compilers.rb
   - ./config.rb
+  - ./context.rb
   - ./dependable.rb
+  - ./dependencies_helpers.rb
   - ./dependency_collector.rb
   - ./description_cache_store.rb
   - ./descriptions.rb
@@ -883,6 +895,7 @@ true:
   - ./rubocops/cask/ast/cask_header.rb
   - ./rubocops/cask/ast/stanza.rb
   - ./rubocops/cask/constants/stanza.rb
+  - ./rubocops/cask/desc.rb
   - ./rubocops/cask/extend/string.rb
   - ./rubocops/deprecate.rb
   - ./tap_constants.rb
@@ -894,6 +907,7 @@ true:
   - ./utils/notability.rb
   - ./utils/shebang.rb
   - ./utils/shell.rb
+  - ./utils/spdx.rb
   - ./utils/svn.rb
   - ./utils/tty.rb
   - ./utils/user.rb
diff --git a/Library/Homebrew/sorbet/rbi/cli.rbi b/Library/Homebrew/sorbet/rbi/cli.rbi
index c95e13e3c9..f920abb0a5 100644
--- a/Library/Homebrew/sorbet/rbi/cli.rbi
+++ b/Library/Homebrew/sorbet/rbi/cli.rbi
@@ -17,5 +17,21 @@ module Homebrew::CLI
     def named_args; end
 
     def force_bottle?; end
+
+    def debug?; end
+
+    def quiet?; end
+
+    def verbose?; end
+  end
+
+
+  class Parser
+    module Compat
+      include Kernel
+      module DeprecatedArgs
+        include Kernel
+      end
+    end
   end
 end
diff --git a/Library/Homebrew/sorbet/rbi/homebrew.rbi b/Library/Homebrew/sorbet/rbi/homebrew.rbi
index a92dcd0165..38b6b39e0b 100644
--- a/Library/Homebrew/sorbet/rbi/homebrew.rbi
+++ b/Library/Homebrew/sorbet/rbi/homebrew.rbi
@@ -20,6 +20,16 @@ module Dependable
   def tags; end
 end
 
+module DependenciesHelpers
+  include Kernel
+
+  module Compat
+    include Kernel
+
+    def args_includes_ignores(args); end
+  end
+end
+
 class Formula
   module Compat
     include Kernel
diff --git a/Library/Homebrew/sorbet/rbi/utils/spdx.rbi b/Library/Homebrew/sorbet/rbi/utils/spdx.rbi
new file mode 100644
index 0000000000..65203892fc
--- /dev/null
+++ b/Library/Homebrew/sorbet/rbi/utils/spdx.rbi
@@ -0,0 +1,11 @@
+# typed: strict
+
+module SPDX
+  include Kernel
+
+  def spdx_data; end
+
+  def download_latest_license_data!(to: JSON_PATH); end
+
+  def curl_download(*args, to: nil, partial: true, **options); end
+end