diff --git a/Library/.rubocop.yml b/Library/.rubocop.yml
index 829dd2dcdc50b6..66c08e52486453 100644
--- a/Library/.rubocop.yml
+++ b/Library/.rubocop.yml
@@ -274,11 +274,11 @@ Sorbet/RedundantExtendTSig:
 
 Sorbet/StrictSigil:
   Enabled: true
-  inherit_mode:
-    override:
-      - Include
-  Include:
-    - "**/*.rbi"
+  Exclude:
+    - "Taps/**/*"
+    - "/**/{Formula,Casks}/**/*.rb"
+    - "**/{Formula,Casks}/**/*.rb"
+    - "Homebrew/test/**/*.rb"
 
 Sorbet/TrueSigil:
   Enabled: true
diff --git a/Library/Homebrew/PATH.rb b/Library/Homebrew/PATH.rb
index 4a3fd4c4587b54..af5513d6b4f42c 100644
--- a/Library/Homebrew/PATH.rb
+++ b/Library/Homebrew/PATH.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "forwardable"
diff --git a/Library/Homebrew/api.rb b/Library/Homebrew/api.rb
index 4caf17e825afb8..e6851fcefc7e60 100644
--- a/Library/Homebrew/api.rb
+++ b/Library/Homebrew/api.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "api/analytics"
diff --git a/Library/Homebrew/api/analytics.rb b/Library/Homebrew/api/analytics.rb
index da1803f8880068..ee8d36a9335604 100644
--- a/Library/Homebrew/api/analytics.rb
+++ b/Library/Homebrew/api/analytics.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/api/cask.rb b/Library/Homebrew/api/cask.rb
index 082b2c67fd6051..03b94f848a3cb9 100644
--- a/Library/Homebrew/api/cask.rb
+++ b/Library/Homebrew/api/cask.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "extend/cachable"
diff --git a/Library/Homebrew/api/download.rb b/Library/Homebrew/api/download.rb
index 28f8068dee75b4..cd74c2b33d3368 100644
--- a/Library/Homebrew/api/download.rb
+++ b/Library/Homebrew/api/download.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "downloadable"
diff --git a/Library/Homebrew/api/formula.rb b/Library/Homebrew/api/formula.rb
index bb5f89eb57044c..0baaa94e9dd061 100644
--- a/Library/Homebrew/api/formula.rb
+++ b/Library/Homebrew/api/formula.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "extend/cachable"
diff --git a/Library/Homebrew/build.rb b/Library/Homebrew/build.rb
index 6e5de2cead2e6a..b71d0e55af9e2e 100644
--- a/Library/Homebrew/build.rb
+++ b/Library/Homebrew/build.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # This script is loaded by formula_installer as a separate instance.
diff --git a/Library/Homebrew/build_environment.rb b/Library/Homebrew/build_environment.rb
index d2028f2c62db54..b63cebb006c417 100644
--- a/Library/Homebrew/build_environment.rb
+++ b/Library/Homebrew/build_environment.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Settings for the build environment.
diff --git a/Library/Homebrew/build_options.rb b/Library/Homebrew/build_options.rb
index ccc311738679bb..1baf70938e723c 100644
--- a/Library/Homebrew/build_options.rb
+++ b/Library/Homebrew/build_options.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Options for a formula build.
diff --git a/Library/Homebrew/bundle_version.rb b/Library/Homebrew/bundle_version.rb
index 7592277120d048..9ff4b253fc4e7b 100644
--- a/Library/Homebrew/bundle_version.rb
+++ b/Library/Homebrew/bundle_version.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "system_command"
diff --git a/Library/Homebrew/cache_store.rb b/Library/Homebrew/cache_store.rb
index 04ea3471cb6801..11426ef5eac453 100644
--- a/Library/Homebrew/cache_store.rb
+++ b/Library/Homebrew/cache_store.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "json"
diff --git a/Library/Homebrew/cask/artifact/abstract_artifact.rb b/Library/Homebrew/cask/artifact/abstract_artifact.rb
index e722d0bc0ff920..a424a8080cf151 100644
--- a/Library/Homebrew/cask/artifact/abstract_artifact.rb
+++ b/Library/Homebrew/cask/artifact/abstract_artifact.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/cask/artifact/abstract_flight_block.rb b/Library/Homebrew/cask/artifact/abstract_flight_block.rb
index 5c8c4daec7b346..497f1afdf1b705 100644
--- a/Library/Homebrew/cask/artifact/abstract_flight_block.rb
+++ b/Library/Homebrew/cask/artifact/abstract_flight_block.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/abstract_artifact"
diff --git a/Library/Homebrew/cask/artifact/abstract_uninstall.rb b/Library/Homebrew/cask/artifact/abstract_uninstall.rb
index fcb8cd77bd0b70..1b9bde4b5dfed5 100644
--- a/Library/Homebrew/cask/artifact/abstract_uninstall.rb
+++ b/Library/Homebrew/cask/artifact/abstract_uninstall.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "timeout"
diff --git a/Library/Homebrew/cask/artifact/binary.rb b/Library/Homebrew/cask/artifact/binary.rb
index cb349c8f3c9bcf..aab9616be4c904 100644
--- a/Library/Homebrew/cask/artifact/binary.rb
+++ b/Library/Homebrew/cask/artifact/binary.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/symlinked"
diff --git a/Library/Homebrew/cask/artifact/installer.rb b/Library/Homebrew/cask/artifact/installer.rb
index 76b18abb3d3866..4b7bda3f8ce4ed 100644
--- a/Library/Homebrew/cask/artifact/installer.rb
+++ b/Library/Homebrew/cask/artifact/installer.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/abstract_artifact"
diff --git a/Library/Homebrew/cask/artifact/keyboard_layout.rb b/Library/Homebrew/cask/artifact/keyboard_layout.rb
index 37160ee3570d92..b1e72ccaaff5ca 100644
--- a/Library/Homebrew/cask/artifact/keyboard_layout.rb
+++ b/Library/Homebrew/cask/artifact/keyboard_layout.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/moved"
diff --git a/Library/Homebrew/cask/artifact/manpage.rb b/Library/Homebrew/cask/artifact/manpage.rb
index de56dee06e95e6..170a0904d3b5b8 100644
--- a/Library/Homebrew/cask/artifact/manpage.rb
+++ b/Library/Homebrew/cask/artifact/manpage.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/symlinked"
diff --git a/Library/Homebrew/cask/artifact/mdimporter.rb b/Library/Homebrew/cask/artifact/mdimporter.rb
index 204699acd4acfa..f2774fc971c28d 100644
--- a/Library/Homebrew/cask/artifact/mdimporter.rb
+++ b/Library/Homebrew/cask/artifact/mdimporter.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/moved"
diff --git a/Library/Homebrew/cask/artifact/moved.rb b/Library/Homebrew/cask/artifact/moved.rb
index b6fe5c893f975b..7a98a9161b2723 100644
--- a/Library/Homebrew/cask/artifact/moved.rb
+++ b/Library/Homebrew/cask/artifact/moved.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/relocated"
diff --git a/Library/Homebrew/cask/artifact/pkg.rb b/Library/Homebrew/cask/artifact/pkg.rb
index 8c6e400086cb77..7c4ce514a60f8f 100644
--- a/Library/Homebrew/cask/artifact/pkg.rb
+++ b/Library/Homebrew/cask/artifact/pkg.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "plist"
diff --git a/Library/Homebrew/cask/artifact/qlplugin.rb b/Library/Homebrew/cask/artifact/qlplugin.rb
index ad7643def908a8..605303c360054e 100644
--- a/Library/Homebrew/cask/artifact/qlplugin.rb
+++ b/Library/Homebrew/cask/artifact/qlplugin.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/moved"
diff --git a/Library/Homebrew/cask/artifact/relocated.rb b/Library/Homebrew/cask/artifact/relocated.rb
index 4bfaf185aa5469..1ff075e8cde343 100644
--- a/Library/Homebrew/cask/artifact/relocated.rb
+++ b/Library/Homebrew/cask/artifact/relocated.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/abstract_artifact"
diff --git a/Library/Homebrew/cask/artifact/stage_only.rb b/Library/Homebrew/cask/artifact/stage_only.rb
index 1f4b12be9e89ec..5a1cb6f9d0e70e 100644
--- a/Library/Homebrew/cask/artifact/stage_only.rb
+++ b/Library/Homebrew/cask/artifact/stage_only.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/abstract_artifact"
diff --git a/Library/Homebrew/cask/artifact/symlinked.rb b/Library/Homebrew/cask/artifact/symlinked.rb
index 1de7e715ddb358..170ecc5367465f 100644
--- a/Library/Homebrew/cask/artifact/symlinked.rb
+++ b/Library/Homebrew/cask/artifact/symlinked.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/relocated"
diff --git a/Library/Homebrew/cask/artifact/uninstall.rb b/Library/Homebrew/cask/artifact/uninstall.rb
index cbb3b9cd78ddff..e136b05b8fbbc8 100644
--- a/Library/Homebrew/cask/artifact/uninstall.rb
+++ b/Library/Homebrew/cask/artifact/uninstall.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/abstract_uninstall"
diff --git a/Library/Homebrew/cask/artifact/zap.rb b/Library/Homebrew/cask/artifact/zap.rb
index 052149986a0b28..0da02e19854c61 100644
--- a/Library/Homebrew/cask/artifact/zap.rb
+++ b/Library/Homebrew/cask/artifact/zap.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/abstract_uninstall"
diff --git a/Library/Homebrew/cask/artifact_set.rb b/Library/Homebrew/cask/artifact_set.rb
index 6657ff823a34ca..517debcd259683 100644
--- a/Library/Homebrew/cask/artifact_set.rb
+++ b/Library/Homebrew/cask/artifact_set.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Cask
diff --git a/Library/Homebrew/cask/audit.rb b/Library/Homebrew/cask/audit.rb
index 217b7250a4eb3a..e830b2aa2a4afe 100644
--- a/Library/Homebrew/cask/audit.rb
+++ b/Library/Homebrew/cask/audit.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/cask/auditor.rb b/Library/Homebrew/cask/auditor.rb
index 7b5424e8f1931e..f79de7218568ec 100644
--- a/Library/Homebrew/cask/auditor.rb
+++ b/Library/Homebrew/cask/auditor.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/audit"
diff --git a/Library/Homebrew/cask/cask.rb b/Library/Homebrew/cask/cask.rb
index 0e8a1f9c008a36..37c0c4ad07346b 100644
--- a/Library/Homebrew/cask/cask.rb
+++ b/Library/Homebrew/cask/cask.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/cask/cask_loader.rb b/Library/Homebrew/cask/cask_loader.rb
index d45d55113fc23b..3b5b7910e3dd7b 100644
--- a/Library/Homebrew/cask/cask_loader.rb
+++ b/Library/Homebrew/cask/cask_loader.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/cache"
diff --git a/Library/Homebrew/cask/caskroom.rb b/Library/Homebrew/cask/caskroom.rb
index 1c2d4dd0914c01..5f086e86c2b86a 100644
--- a/Library/Homebrew/cask/caskroom.rb
+++ b/Library/Homebrew/cask/caskroom.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/user"
diff --git a/Library/Homebrew/cask/config.rb b/Library/Homebrew/cask/config.rb
index 7b91ceb2c408b2..30a5c521cb207a 100644
--- a/Library/Homebrew/cask/config.rb
+++ b/Library/Homebrew/cask/config.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "json"
diff --git a/Library/Homebrew/cask/download.rb b/Library/Homebrew/cask/download.rb
index cf71a16fa2766f..075396a47e75c3 100644
--- a/Library/Homebrew/cask/download.rb
+++ b/Library/Homebrew/cask/download.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "downloadable"
diff --git a/Library/Homebrew/cask/dsl.rb b/Library/Homebrew/cask/dsl.rb
index 1c7c8a6e9fc0d9..32021a702c1b70 100644
--- a/Library/Homebrew/cask/dsl.rb
+++ b/Library/Homebrew/cask/dsl.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/cask/dsl/base.rb b/Library/Homebrew/cask/dsl/base.rb
index b849665a4092de..900889a59edbd9 100644
--- a/Library/Homebrew/cask/dsl/base.rb
+++ b/Library/Homebrew/cask/dsl/base.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/utils"
diff --git a/Library/Homebrew/cask/dsl/caveats.rb b/Library/Homebrew/cask/dsl/caveats.rb
index d3dd2744a66fe2..5872cb79108eb7 100644
--- a/Library/Homebrew/cask/dsl/caveats.rb
+++ b/Library/Homebrew/cask/dsl/caveats.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/cask/dsl/conflicts_with.rb b/Library/Homebrew/cask/dsl/conflicts_with.rb
index c4a43116c499cc..dcf8a84b518093 100644
--- a/Library/Homebrew/cask/dsl/conflicts_with.rb
+++ b/Library/Homebrew/cask/dsl/conflicts_with.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "delegate"
diff --git a/Library/Homebrew/cask/dsl/container.rb b/Library/Homebrew/cask/dsl/container.rb
index 54bc3bc4e827c9..0ddcb8a6f13265 100644
--- a/Library/Homebrew/cask/dsl/container.rb
+++ b/Library/Homebrew/cask/dsl/container.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "unpack_strategy"
diff --git a/Library/Homebrew/cask/dsl/depends_on.rb b/Library/Homebrew/cask/dsl/depends_on.rb
index 31ff402d554297..2aaad1d6b52e0c 100644
--- a/Library/Homebrew/cask/dsl/depends_on.rb
+++ b/Library/Homebrew/cask/dsl/depends_on.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "delegate"
diff --git a/Library/Homebrew/cask/dsl/version.rb b/Library/Homebrew/cask/dsl/version.rb
index 30f8ebcd64a717..9613879652196b 100644
--- a/Library/Homebrew/cask/dsl/version.rb
+++ b/Library/Homebrew/cask/dsl/version.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Cask
diff --git a/Library/Homebrew/cask/exceptions.rb b/Library/Homebrew/cask/exceptions.rb
index aa4e91863dd930..6430517a483717 100644
--- a/Library/Homebrew/cask/exceptions.rb
+++ b/Library/Homebrew/cask/exceptions.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Cask
diff --git a/Library/Homebrew/cask/installer.rb b/Library/Homebrew/cask/installer.rb
index 33dcb9168afa7b..1b5433dae1dc36 100644
--- a/Library/Homebrew/cask/installer.rb
+++ b/Library/Homebrew/cask/installer.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/cask/list.rb b/Library/Homebrew/cask/list.rb
index 2333ae620e8c64..519123f876d98e 100644
--- a/Library/Homebrew/cask/list.rb
+++ b/Library/Homebrew/cask/list.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/artifact/relocated"
diff --git a/Library/Homebrew/cask/macos.rb b/Library/Homebrew/cask/macos.rb
index 8db4eeeb0a34ed..ac1a2349b9c1ef 100644
--- a/Library/Homebrew/cask/macos.rb
+++ b/Library/Homebrew/cask/macos.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module OS
diff --git a/Library/Homebrew/cask/metadata.rb b/Library/Homebrew/cask/metadata.rb
index eabb22275ac3e2..271845c48b284b 100644
--- a/Library/Homebrew/cask/metadata.rb
+++ b/Library/Homebrew/cask/metadata.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Cask
diff --git a/Library/Homebrew/cask/migrator.rb b/Library/Homebrew/cask/migrator.rb
index ae97769f6d1fa6..9f15da316cf0aa 100644
--- a/Library/Homebrew/cask/migrator.rb
+++ b/Library/Homebrew/cask/migrator.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/cask_loader"
diff --git a/Library/Homebrew/cask/pkg.rb b/Library/Homebrew/cask/pkg.rb
index 0540d8427e196b..39f13c54f77119 100644
--- a/Library/Homebrew/cask/pkg.rb
+++ b/Library/Homebrew/cask/pkg.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask/macos"
diff --git a/Library/Homebrew/cask/quarantine.rb b/Library/Homebrew/cask/quarantine.rb
index 2fdd99c98ff753..6af81b6aeb716a 100644
--- a/Library/Homebrew/cask/quarantine.rb
+++ b/Library/Homebrew/cask/quarantine.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "development_tools"
diff --git a/Library/Homebrew/cask/reinstall.rb b/Library/Homebrew/cask/reinstall.rb
index 7fa966fc1e8487..bad643b380fc76 100644
--- a/Library/Homebrew/cask/reinstall.rb
+++ b/Library/Homebrew/cask/reinstall.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Cask
diff --git a/Library/Homebrew/cask/staged.rb b/Library/Homebrew/cask/staged.rb
index 613c3e42c16b0f..83f2da14154300 100644
--- a/Library/Homebrew/cask/staged.rb
+++ b/Library/Homebrew/cask/staged.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/user"
diff --git a/Library/Homebrew/cask/tab.rb b/Library/Homebrew/cask/tab.rb
index 4cf359b33ada34..f7e12a3bcb853e 100644
--- a/Library/Homebrew/cask/tab.rb
+++ b/Library/Homebrew/cask/tab.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "tab"
diff --git a/Library/Homebrew/cask/uninstall.rb b/Library/Homebrew/cask/uninstall.rb
index bd17ff7bbfaca7..ebfc74ee277901 100644
--- a/Library/Homebrew/cask/uninstall.rb
+++ b/Library/Homebrew/cask/uninstall.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Cask
diff --git a/Library/Homebrew/cask/url.rb b/Library/Homebrew/cask/url.rb
index ca79267196c74c..64c9cdb40d71c7 100644
--- a/Library/Homebrew/cask/url.rb
+++ b/Library/Homebrew/cask/url.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "source_location"
diff --git a/Library/Homebrew/cask/utils.rb b/Library/Homebrew/cask/utils.rb
index 2fe99ae3fa06aa..f401e4a5e3be8d 100644
--- a/Library/Homebrew/cask/utils.rb
+++ b/Library/Homebrew/cask/utils.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/user"
diff --git a/Library/Homebrew/cask_dependent.rb b/Library/Homebrew/cask_dependent.rb
index 36c28c5e2cf499..cdea6536239510 100644
--- a/Library/Homebrew/cask_dependent.rb
+++ b/Library/Homebrew/cask_dependent.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "requirement"
diff --git a/Library/Homebrew/caveats.rb b/Library/Homebrew/caveats.rb
index 4db27d7a87a2d8..745c21038ee4d6 100644
--- a/Library/Homebrew/caveats.rb
+++ b/Library/Homebrew/caveats.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "language/python"
diff --git a/Library/Homebrew/cleaner.rb b/Library/Homebrew/cleaner.rb
index 4b38ab91d730f8..d81022029c413b 100644
--- a/Library/Homebrew/cleaner.rb
+++ b/Library/Homebrew/cleaner.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Cleans a newly installed keg.
diff --git a/Library/Homebrew/cleanup.rb b/Library/Homebrew/cleanup.rb
index da64f43ad6946c..7b80a9f2e56436 100644
--- a/Library/Homebrew/cleanup.rb
+++ b/Library/Homebrew/cleanup.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/bottles"
diff --git a/Library/Homebrew/cli/args.rb b/Library/Homebrew/cli/args.rb
index 70eda0ea05dca3..5a313b5249944c 100644
--- a/Library/Homebrew/cli/args.rb
+++ b/Library/Homebrew/cli/args.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "ostruct"
diff --git a/Library/Homebrew/cli/named_args.rb b/Library/Homebrew/cli/named_args.rb
index 4928d4a011087c..763c5dda1ac60b 100644
--- a/Library/Homebrew/cli/named_args.rb
+++ b/Library/Homebrew/cli/named_args.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "delegate"
diff --git a/Library/Homebrew/cmd/--prefix.rb b/Library/Homebrew/cmd/--prefix.rb
index c01fa7dc17bf12..fe0509ead9a901 100644
--- a/Library/Homebrew/cmd/--prefix.rb
+++ b/Library/Homebrew/cmd/--prefix.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/deps.rb b/Library/Homebrew/cmd/deps.rb
index 6e535c4bd88d07..fab09e12ac05eb 100644
--- a/Library/Homebrew/cmd/deps.rb
+++ b/Library/Homebrew/cmd/deps.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/fetch.rb b/Library/Homebrew/cmd/fetch.rb
index 168c671d4deb48..96eca371d3cbd6 100644
--- a/Library/Homebrew/cmd/fetch.rb
+++ b/Library/Homebrew/cmd/fetch.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/gist-logs.rb b/Library/Homebrew/cmd/gist-logs.rb
index 8ab830d8caf2db..3936cc2a07726e 100644
--- a/Library/Homebrew/cmd/gist-logs.rb
+++ b/Library/Homebrew/cmd/gist-logs.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/home.rb b/Library/Homebrew/cmd/home.rb
index b10ccb406a504d..e84a345787e27f 100644
--- a/Library/Homebrew/cmd/home.rb
+++ b/Library/Homebrew/cmd/home.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/info.rb b/Library/Homebrew/cmd/info.rb
index 4d550a8ffd33da..d213dd9c8d4efa 100644
--- a/Library/Homebrew/cmd/info.rb
+++ b/Library/Homebrew/cmd/info.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/leaves.rb b/Library/Homebrew/cmd/leaves.rb
index b8b00615059651..133ee66bfabfda 100644
--- a/Library/Homebrew/cmd/leaves.rb
+++ b/Library/Homebrew/cmd/leaves.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/link.rb b/Library/Homebrew/cmd/link.rb
index 9c43e48e9668a3..4adfd78d9f2223 100644
--- a/Library/Homebrew/cmd/link.rb
+++ b/Library/Homebrew/cmd/link.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/list.rb b/Library/Homebrew/cmd/list.rb
index 7652cbe462f652..10f5d715c072d3 100644
--- a/Library/Homebrew/cmd/list.rb
+++ b/Library/Homebrew/cmd/list.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/options.rb b/Library/Homebrew/cmd/options.rb
index f31689014536a0..cb1bb5dd41f90a 100644
--- a/Library/Homebrew/cmd/options.rb
+++ b/Library/Homebrew/cmd/options.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/outdated.rb b/Library/Homebrew/cmd/outdated.rb
index 710e282c4ae206..feb42d3eb71e16 100644
--- a/Library/Homebrew/cmd/outdated.rb
+++ b/Library/Homebrew/cmd/outdated.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/search.rb b/Library/Homebrew/cmd/search.rb
index 8c6d89a34414f6..416420b784562a 100644
--- a/Library/Homebrew/cmd/search.rb
+++ b/Library/Homebrew/cmd/search.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/tap-info.rb b/Library/Homebrew/cmd/tap-info.rb
index f354084fa9a0f4..c6c7a778cd14b7 100644
--- a/Library/Homebrew/cmd/tap-info.rb
+++ b/Library/Homebrew/cmd/tap-info.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/update-report.rb b/Library/Homebrew/cmd/update-report.rb
index 4d664f2d5b9d0b..46891ec815f57b 100644
--- a/Library/Homebrew/cmd/update-report.rb
+++ b/Library/Homebrew/cmd/update-report.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/cmd/uses.rb b/Library/Homebrew/cmd/uses.rb
index eea29f5e7e699a..4374bdb120386e 100644
--- a/Library/Homebrew/cmd/uses.rb
+++ b/Library/Homebrew/cmd/uses.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/commands.rb b/Library/Homebrew/commands.rb
index ab4928aa00eb35..ad4ea3c1a5c016 100644
--- a/Library/Homebrew/commands.rb
+++ b/Library/Homebrew/commands.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Helper functions for commands.
diff --git a/Library/Homebrew/compilers.rb b/Library/Homebrew/compilers.rb
index 0e315871bcb910..33c1f3aad80f75 100644
--- a/Library/Homebrew/compilers.rb
+++ b/Library/Homebrew/compilers.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module CompilerConstants
diff --git a/Library/Homebrew/completions.rb b/Library/Homebrew/completions.rb
index b1eafb3f10a64b..af795741cb4651 100644
--- a/Library/Homebrew/completions.rb
+++ b/Library/Homebrew/completions.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/link"
diff --git a/Library/Homebrew/context.rb b/Library/Homebrew/context.rb
index 46f57a0ce5a880..382f60906329c3 100644
--- a/Library/Homebrew/context.rb
+++ b/Library/Homebrew/context.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "monitor"
diff --git a/Library/Homebrew/cxxstdlib.rb b/Library/Homebrew/cxxstdlib.rb
index a87523c4727bd6..e863b226bbc9a1 100644
--- a/Library/Homebrew/cxxstdlib.rb
+++ b/Library/Homebrew/cxxstdlib.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "compilers"
diff --git a/Library/Homebrew/debrew.rb b/Library/Homebrew/debrew.rb
index 15d514e084b38a..5679d2ccfbe490 100644
--- a/Library/Homebrew/debrew.rb
+++ b/Library/Homebrew/debrew.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/debrew/irb.rb b/Library/Homebrew/debrew/irb.rb
index 5b204a576ce002..a18f892225704b 100644
--- a/Library/Homebrew/debrew/irb.rb
+++ b/Library/Homebrew/debrew/irb.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "irb"
diff --git a/Library/Homebrew/dependable.rb b/Library/Homebrew/dependable.rb
index 570309d540696b..f0d089491c3bc3 100644
--- a/Library/Homebrew/dependable.rb
+++ b/Library/Homebrew/dependable.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "options"
diff --git a/Library/Homebrew/dependencies.rb b/Library/Homebrew/dependencies.rb
index 6eec3de36e8e01..3e8bd125e83d61 100644
--- a/Library/Homebrew/dependencies.rb
+++ b/Library/Homebrew/dependencies.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "delegate"
diff --git a/Library/Homebrew/dependencies_helpers.rb b/Library/Homebrew/dependencies_helpers.rb
index 7b0f4dc0e5d973..989fdc43eaeaa1 100644
--- a/Library/Homebrew/dependencies_helpers.rb
+++ b/Library/Homebrew/dependencies_helpers.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask_dependent"
diff --git a/Library/Homebrew/dependency.rb b/Library/Homebrew/dependency.rb
index 79a3c5684ff8cd..ac17ea2500c787 100644
--- a/Library/Homebrew/dependency.rb
+++ b/Library/Homebrew/dependency.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "dependable"
diff --git a/Library/Homebrew/dependency_collector.rb b/Library/Homebrew/dependency_collector.rb
index 1710cda8da5c21..50dc74434fa352 100644
--- a/Library/Homebrew/dependency_collector.rb
+++ b/Library/Homebrew/dependency_collector.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "dependency"
diff --git a/Library/Homebrew/deprecate_disable.rb b/Library/Homebrew/deprecate_disable.rb
index 7303382f8aa112..ce794c29c71ad3 100644
--- a/Library/Homebrew/deprecate_disable.rb
+++ b/Library/Homebrew/deprecate_disable.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Helper module for handling `disable!` and `deprecate!`.
diff --git a/Library/Homebrew/description_cache_store.rb b/Library/Homebrew/description_cache_store.rb
index fe634b8dd32f4e..4804a2bfea314f 100644
--- a/Library/Homebrew/description_cache_store.rb
+++ b/Library/Homebrew/description_cache_store.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cache_store"
diff --git a/Library/Homebrew/descriptions.rb b/Library/Homebrew/descriptions.rb
index 967c0d7c22010b..63b28cefa8be8e 100644
--- a/Library/Homebrew/descriptions.rb
+++ b/Library/Homebrew/descriptions.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "formula"
diff --git a/Library/Homebrew/dev-cmd/extract.rb b/Library/Homebrew/dev-cmd/extract.rb
index d4295b829c92b2..48d6e3ac1f09c5 100644
--- a/Library/Homebrew/dev-cmd/extract.rb
+++ b/Library/Homebrew/dev-cmd/extract.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "abstract_command"
diff --git a/Library/Homebrew/diagnostic.rb b/Library/Homebrew/diagnostic.rb
index dfb04481d7d035..168075e4d1e9e3 100644
--- a/Library/Homebrew/diagnostic.rb
+++ b/Library/Homebrew/diagnostic.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "keg"
diff --git a/Library/Homebrew/download_strategy.rb b/Library/Homebrew/download_strategy.rb
index 171c1d33cb24fe..39b81a10739a22 100644
--- a/Library/Homebrew/download_strategy.rb
+++ b/Library/Homebrew/download_strategy.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "json"
diff --git a/Library/Homebrew/downloadable.rb b/Library/Homebrew/downloadable.rb
index 5a1d4dbd023fc5..9a82d99f4ee5d3 100644
--- a/Library/Homebrew/downloadable.rb
+++ b/Library/Homebrew/downloadable.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "url"
diff --git a/Library/Homebrew/exceptions.rb b/Library/Homebrew/exceptions.rb
index de9b1ebbd3e78e..26fcca498a7649 100644
--- a/Library/Homebrew/exceptions.rb
+++ b/Library/Homebrew/exceptions.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Raised when a command is used wrong.
diff --git a/Library/Homebrew/extend/ENV/shared.rb b/Library/Homebrew/extend/ENV/shared.rb
index 86f871aeff9348..b07cb2a432b32f 100644
--- a/Library/Homebrew/extend/ENV/shared.rb
+++ b/Library/Homebrew/extend/ENV/shared.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "compilers"
diff --git a/Library/Homebrew/extend/ENV/super.rb b/Library/Homebrew/extend/ENV/super.rb
index 7a3677bd882f5d..2462e7cbbb97c5 100644
--- a/Library/Homebrew/extend/ENV/super.rb
+++ b/Library/Homebrew/extend/ENV/super.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "extend/ENV/shared"
diff --git a/Library/Homebrew/extend/api_hashable.rb b/Library/Homebrew/extend/api_hashable.rb
index 9deb491cbc6bba..e1e4098e9516b8 100644
--- a/Library/Homebrew/extend/api_hashable.rb
+++ b/Library/Homebrew/extend/api_hashable.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Used to substitute common paths with generic placeholders when generating JSON for the API.
diff --git a/Library/Homebrew/extend/io.rb b/Library/Homebrew/extend/io.rb
index 383b8213c918ee..0195626bd15dbe 100644
--- a/Library/Homebrew/extend/io.rb
+++ b/Library/Homebrew/extend/io.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class IO
diff --git a/Library/Homebrew/extend/kernel.rb b/Library/Homebrew/extend/kernel.rb
index 0d27cee9377f8d..64555e576cd139 100644
--- a/Library/Homebrew/extend/kernel.rb
+++ b/Library/Homebrew/extend/kernel.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Contains shorthand Homebrew utility methods like `ohai`, `opoo`, `odisabled`.
diff --git a/Library/Homebrew/extend/on_system.rb b/Library/Homebrew/extend/on_system.rb
index 711396b1b89a01..3d6b97b95f1acd 100644
--- a/Library/Homebrew/extend/on_system.rb
+++ b/Library/Homebrew/extend/on_system.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "simulate_system"
diff --git a/Library/Homebrew/extend/os/linux/cleanup.rb b/Library/Homebrew/extend/os/linux/cleanup.rb
index 85f0c3e66782ed..40a9dff6b85e16 100644
--- a/Library/Homebrew/extend/os/linux/cleanup.rb
+++ b/Library/Homebrew/extend/os/linux/cleanup.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/linux/cmd/update-report.rb b/Library/Homebrew/extend/os/linux/cmd/update-report.rb
index 2d448f0ec17dac..73604e227ff5d1 100644
--- a/Library/Homebrew/extend/os/linux/cmd/update-report.rb
+++ b/Library/Homebrew/extend/os/linux/cmd/update-report.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/linux/dependency_collector.rb b/Library/Homebrew/extend/os/linux/dependency_collector.rb
index 135edc6593f5de..80362457b2cfb3 100644
--- a/Library/Homebrew/extend/os/linux/dependency_collector.rb
+++ b/Library/Homebrew/extend/os/linux/dependency_collector.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "os/linux/glibc"
diff --git a/Library/Homebrew/extend/os/linux/development_tools.rb b/Library/Homebrew/extend/os/linux/development_tools.rb
index 49f34e384012b9..5766df623e22ab 100644
--- a/Library/Homebrew/extend/os/linux/development_tools.rb
+++ b/Library/Homebrew/extend/os/linux/development_tools.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class DevelopmentTools
diff --git a/Library/Homebrew/extend/os/linux/diagnostic.rb b/Library/Homebrew/extend/os/linux/diagnostic.rb
index 468a6b6587b49d..0c91eb4cf9e84d 100644
--- a/Library/Homebrew/extend/os/linux/diagnostic.rb
+++ b/Library/Homebrew/extend/os/linux/diagnostic.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "tempfile"
diff --git a/Library/Homebrew/extend/os/linux/extend/ENV/shared.rb b/Library/Homebrew/extend/os/linux/extend/ENV/shared.rb
index 0d157d1954295b..2d42c97b9c652b 100644
--- a/Library/Homebrew/extend/os/linux/extend/ENV/shared.rb
+++ b/Library/Homebrew/extend/os/linux/extend/ENV/shared.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module SharedEnvExtension
diff --git a/Library/Homebrew/extend/os/linux/extend/ENV/std.rb b/Library/Homebrew/extend/os/linux/extend/ENV/std.rb
index 434ec586eef9f4..ba2fa12309d4a5 100644
--- a/Library/Homebrew/extend/os/linux/extend/ENV/std.rb
+++ b/Library/Homebrew/extend/os/linux/extend/ENV/std.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Stdenv
diff --git a/Library/Homebrew/extend/os/linux/extend/ENV/super.rb b/Library/Homebrew/extend/os/linux/extend/ENV/super.rb
index ad6d1e10a9edc6..f0aa87920edadf 100644
--- a/Library/Homebrew/extend/os/linux/extend/ENV/super.rb
+++ b/Library/Homebrew/extend/os/linux/extend/ENV/super.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Superenv
diff --git a/Library/Homebrew/extend/os/linux/formula.rb b/Library/Homebrew/extend/os/linux/formula.rb
index 1efa971637b6e0..a6914a1f02c549 100644
--- a/Library/Homebrew/extend/os/linux/formula.rb
+++ b/Library/Homebrew/extend/os/linux/formula.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class Formula
diff --git a/Library/Homebrew/extend/os/linux/formula_installer.rb b/Library/Homebrew/extend/os/linux/formula_installer.rb
index d1286b8a7458f9..718e4bf30242f0 100644
--- a/Library/Homebrew/extend/os/linux/formula_installer.rb
+++ b/Library/Homebrew/extend/os/linux/formula_installer.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class FormulaInstaller
diff --git a/Library/Homebrew/extend/os/linux/hardware/cpu.rb b/Library/Homebrew/extend/os/linux/hardware/cpu.rb
index 1ae24e1d73cb3d..c90bd86de895d1 100644
--- a/Library/Homebrew/extend/os/linux/hardware/cpu.rb
+++ b/Library/Homebrew/extend/os/linux/hardware/cpu.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Hardware
diff --git a/Library/Homebrew/extend/os/linux/install.rb b/Library/Homebrew/extend/os/linux/install.rb
index e4476a00b88b66..ab4a4901466bd2 100644
--- a/Library/Homebrew/extend/os/linux/install.rb
+++ b/Library/Homebrew/extend/os/linux/install.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/linux/keg.rb b/Library/Homebrew/extend/os/linux/keg.rb
index 0f30b67899a915..28860c0bfbb125 100644
--- a/Library/Homebrew/extend/os/linux/keg.rb
+++ b/Library/Homebrew/extend/os/linux/keg.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class Keg
diff --git a/Library/Homebrew/extend/os/linux/keg_relocate.rb b/Library/Homebrew/extend/os/linux/keg_relocate.rb
index 7456803b2f99a9..6b53cd5e159435 100644
--- a/Library/Homebrew/extend/os/linux/keg_relocate.rb
+++ b/Library/Homebrew/extend/os/linux/keg_relocate.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "compilers"
diff --git a/Library/Homebrew/extend/os/linux/linkage_checker.rb b/Library/Homebrew/extend/os/linux/linkage_checker.rb
index 387edc8e7c6573..c2392f7d7b512f 100644
--- a/Library/Homebrew/extend/os/linux/linkage_checker.rb
+++ b/Library/Homebrew/extend/os/linux/linkage_checker.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "compilers"
diff --git a/Library/Homebrew/extend/os/linux/parser.rb b/Library/Homebrew/extend/os/linux/parser.rb
index 849a84d73e8b8b..6458173df0a5fd 100644
--- a/Library/Homebrew/extend/os/linux/parser.rb
+++ b/Library/Homebrew/extend/os/linux/parser.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/linux/simulate_system.rb b/Library/Homebrew/extend/os/linux/simulate_system.rb
index 007f2c4e8372d0..106cbc0eb5af88 100644
--- a/Library/Homebrew/extend/os/linux/simulate_system.rb
+++ b/Library/Homebrew/extend/os/linux/simulate_system.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/linux/system_config.rb b/Library/Homebrew/extend/os/linux/system_config.rb
index 39b4d314774021..8f991634547bad 100644
--- a/Library/Homebrew/extend/os/linux/system_config.rb
+++ b/Library/Homebrew/extend/os/linux/system_config.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "compilers"
diff --git a/Library/Homebrew/extend/os/mac/cleaner.rb b/Library/Homebrew/extend/os/mac/cleaner.rb
index 5ca8a8243aab0e..a91283da8893d8 100644
--- a/Library/Homebrew/extend/os/mac/cleaner.rb
+++ b/Library/Homebrew/extend/os/mac/cleaner.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class Cleaner
diff --git a/Library/Homebrew/extend/os/mac/cleanup.rb b/Library/Homebrew/extend/os/mac/cleanup.rb
index 32e536319029a4..6ede0bcd7ada81 100644
--- a/Library/Homebrew/extend/os/mac/cleanup.rb
+++ b/Library/Homebrew/extend/os/mac/cleanup.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/mac/dependency_collector.rb b/Library/Homebrew/extend/os/mac/dependency_collector.rb
index 42024fc41f385e..5483178f5694ad 100644
--- a/Library/Homebrew/extend/os/mac/dependency_collector.rb
+++ b/Library/Homebrew/extend/os/mac/dependency_collector.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class DependencyCollector
diff --git a/Library/Homebrew/extend/os/mac/dev-cmd/bottle.rb b/Library/Homebrew/extend/os/mac/dev-cmd/bottle.rb
index 9743384f466adf..413d50f87a3211 100644
--- a/Library/Homebrew/extend/os/mac/dev-cmd/bottle.rb
+++ b/Library/Homebrew/extend/os/mac/dev-cmd/bottle.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/mac/development_tools.rb b/Library/Homebrew/extend/os/mac/development_tools.rb
index 524f084f53f444..7f3f111a718b48 100644
--- a/Library/Homebrew/extend/os/mac/development_tools.rb
+++ b/Library/Homebrew/extend/os/mac/development_tools.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "os/mac/xcode"
diff --git a/Library/Homebrew/extend/os/mac/diagnostic.rb b/Library/Homebrew/extend/os/mac/diagnostic.rb
index d15864840ecbaa..85ce31de16d0cb 100644
--- a/Library/Homebrew/extend/os/mac/diagnostic.rb
+++ b/Library/Homebrew/extend/os/mac/diagnostic.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/mac/extend/ENV/std.rb b/Library/Homebrew/extend/os/mac/extend/ENV/std.rb
index 78840f57dc5c0d..c312eb11252340 100644
--- a/Library/Homebrew/extend/os/mac/extend/ENV/std.rb
+++ b/Library/Homebrew/extend/os/mac/extend/ENV/std.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Stdenv
diff --git a/Library/Homebrew/extend/os/mac/extend/ENV/super.rb b/Library/Homebrew/extend/os/mac/extend/ENV/super.rb
index 391a7066981e18..ec10a7e06eae73 100644
--- a/Library/Homebrew/extend/os/mac/extend/ENV/super.rb
+++ b/Library/Homebrew/extend/os/mac/extend/ENV/super.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Superenv
diff --git a/Library/Homebrew/extend/os/mac/formula.rb b/Library/Homebrew/extend/os/mac/formula.rb
index f474deef388402..c8a880832f186b 100644
--- a/Library/Homebrew/extend/os/mac/formula.rb
+++ b/Library/Homebrew/extend/os/mac/formula.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class Formula
diff --git a/Library/Homebrew/extend/os/mac/formula_installer.rb b/Library/Homebrew/extend/os/mac/formula_installer.rb
index 8b96c112a9c4a4..67b4de7e5826c5 100644
--- a/Library/Homebrew/extend/os/mac/formula_installer.rb
+++ b/Library/Homebrew/extend/os/mac/formula_installer.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class FormulaInstaller
diff --git a/Library/Homebrew/extend/os/mac/hardware/cpu.rb b/Library/Homebrew/extend/os/mac/hardware/cpu.rb
index 20caa82f8a7281..b81e0c2b661bb0 100644
--- a/Library/Homebrew/extend/os/mac/hardware/cpu.rb
+++ b/Library/Homebrew/extend/os/mac/hardware/cpu.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "macho"
diff --git a/Library/Homebrew/extend/os/mac/keg.rb b/Library/Homebrew/extend/os/mac/keg.rb
index 9c3a79de42f177..67009e2f384303 100644
--- a/Library/Homebrew/extend/os/mac/keg.rb
+++ b/Library/Homebrew/extend/os/mac/keg.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "system_command"
diff --git a/Library/Homebrew/extend/os/mac/keg_relocate.rb b/Library/Homebrew/extend/os/mac/keg_relocate.rb
index bd9180593219df..bccadd74dbb66b 100644
--- a/Library/Homebrew/extend/os/mac/keg_relocate.rb
+++ b/Library/Homebrew/extend/os/mac/keg_relocate.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class Keg
diff --git a/Library/Homebrew/extend/os/mac/linkage_checker.rb b/Library/Homebrew/extend/os/mac/linkage_checker.rb
index fedb73be7a3950..5844d645cfd038 100644
--- a/Library/Homebrew/extend/os/mac/linkage_checker.rb
+++ b/Library/Homebrew/extend/os/mac/linkage_checker.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class LinkageChecker
diff --git a/Library/Homebrew/extend/os/mac/readall.rb b/Library/Homebrew/extend/os/mac/readall.rb
index fcd34fc8927dd1..ca27d9a8d67cca 100644
--- a/Library/Homebrew/extend/os/mac/readall.rb
+++ b/Library/Homebrew/extend/os/mac/readall.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Readall
diff --git a/Library/Homebrew/extend/os/mac/simulate_system.rb b/Library/Homebrew/extend/os/mac/simulate_system.rb
index 7272b56bc4f02f..c9b9050fca723f 100644
--- a/Library/Homebrew/extend/os/mac/simulate_system.rb
+++ b/Library/Homebrew/extend/os/mac/simulate_system.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/extend/os/mac/system_config.rb b/Library/Homebrew/extend/os/mac/system_config.rb
index a41fa5331eb559..fc698df453c7fe 100644
--- a/Library/Homebrew/extend/os/mac/system_config.rb
+++ b/Library/Homebrew/extend/os/mac/system_config.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "system_command"
diff --git a/Library/Homebrew/extend/os/mac/utils/bottles.rb b/Library/Homebrew/extend/os/mac/utils/bottles.rb
index a06d0db5da9caa..2fa12f5bc079cc 100644
--- a/Library/Homebrew/extend/os/mac/utils/bottles.rb
+++ b/Library/Homebrew/extend/os/mac/utils/bottles.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Utils
diff --git a/Library/Homebrew/extend/pathname.rb b/Library/Homebrew/extend/pathname.rb
index d8b98bafb24b8f..1f8cd606dd87c8 100644
--- a/Library/Homebrew/extend/pathname.rb
+++ b/Library/Homebrew/extend/pathname.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module DiskUsageExtension
diff --git a/Library/Homebrew/formula.rb b/Library/Homebrew/formula.rb
index 19415dc8c18440..c4132b8fbef242 100644
--- a/Library/Homebrew/formula.rb
+++ b/Library/Homebrew/formula.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/formula_auditor.rb b/Library/Homebrew/formula_auditor.rb
index 1c0319a6307dab..61d05e912ef350 100644
--- a/Library/Homebrew/formula_auditor.rb
+++ b/Library/Homebrew/formula_auditor.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "deprecate_disable"
diff --git a/Library/Homebrew/formula_cellar_checks.rb b/Library/Homebrew/formula_cellar_checks.rb
index e220e77dee227b..17f642b17a766a 100644
--- a/Library/Homebrew/formula_cellar_checks.rb
+++ b/Library/Homebrew/formula_cellar_checks.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/shell"
diff --git a/Library/Homebrew/formula_creator.rb b/Library/Homebrew/formula_creator.rb
index 34aeceb2a3ec36..0a110481867b29 100644
--- a/Library/Homebrew/formula_creator.rb
+++ b/Library/Homebrew/formula_creator.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "digest"
diff --git a/Library/Homebrew/formula_info.rb b/Library/Homebrew/formula_info.rb
index ea61e7b601e514..7ec8734e4e5d4d 100644
--- a/Library/Homebrew/formula_info.rb
+++ b/Library/Homebrew/formula_info.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Formula information drawn from an external `brew info --json` call.
diff --git a/Library/Homebrew/formula_installer.rb b/Library/Homebrew/formula_installer.rb
index 10c562bad80b0b..ec6a4345e0e388 100644
--- a/Library/Homebrew/formula_installer.rb
+++ b/Library/Homebrew/formula_installer.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "formula"
diff --git a/Library/Homebrew/formula_name_cask_token_auditor.rb b/Library/Homebrew/formula_name_cask_token_auditor.rb
index 2789db89f6a7df..0115cd9f29b755 100644
--- a/Library/Homebrew/formula_name_cask_token_auditor.rb
+++ b/Library/Homebrew/formula_name_cask_token_auditor.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/formula_pin.rb b/Library/Homebrew/formula_pin.rb
index 0889866b70b8f3..3682bcb3e426f2 100644
--- a/Library/Homebrew/formula_pin.rb
+++ b/Library/Homebrew/formula_pin.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "keg"
diff --git a/Library/Homebrew/formula_support.rb b/Library/Homebrew/formula_support.rb
index 77c3a8405646ae..93802756173280 100644
--- a/Library/Homebrew/formula_support.rb
+++ b/Library/Homebrew/formula_support.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Used to track formulae that cannot be installed at the same time.
diff --git a/Library/Homebrew/formula_versions.rb b/Library/Homebrew/formula_versions.rb
index be56bb1bccd9ff..62a650fd0b96d4 100644
--- a/Library/Homebrew/formula_versions.rb
+++ b/Library/Homebrew/formula_versions.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "formula"
diff --git a/Library/Homebrew/formulary.rb b/Library/Homebrew/formulary.rb
index 9c998487efdfc3..67ae6b78ad7c77 100644
--- a/Library/Homebrew/formulary.rb
+++ b/Library/Homebrew/formulary.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "digest/sha2"
diff --git a/Library/Homebrew/github_packages.rb b/Library/Homebrew/github_packages.rb
index 4e5ca77c4d826f..a74a1e15482160 100644
--- a/Library/Homebrew/github_packages.rb
+++ b/Library/Homebrew/github_packages.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/curl"
diff --git a/Library/Homebrew/global.rb b/Library/Homebrew/global.rb
index 9ac55d5fedbfb2..46ab618ab5231e 100644
--- a/Library/Homebrew/global.rb
+++ b/Library/Homebrew/global.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require_relative "startup"
diff --git a/Library/Homebrew/hardware.rb b/Library/Homebrew/hardware.rb
index 1d50182560c46f..a4b085398c32a0 100644
--- a/Library/Homebrew/hardware.rb
+++ b/Library/Homebrew/hardware.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/popen"
diff --git a/Library/Homebrew/help.rb b/Library/Homebrew/help.rb
index b6ce40666b1036..88b6e297baeb2f 100644
--- a/Library/Homebrew/help.rb
+++ b/Library/Homebrew/help.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cli/parser"
diff --git a/Library/Homebrew/ignorable.rb b/Library/Homebrew/ignorable.rb
index 15d1c8213acd74..624dd2269c177c 100644
--- a/Library/Homebrew/ignorable.rb
+++ b/Library/Homebrew/ignorable.rb
@@ -1,4 +1,4 @@
-# typed: true # This cannot be `# typed: strict` due to the use of `undef`.
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "warnings"
diff --git a/Library/Homebrew/install.rb b/Library/Homebrew/install.rb
index fa6d55ef2b0758..795192b3a0a036 100644
--- a/Library/Homebrew/install.rb
+++ b/Library/Homebrew/install.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "diagnostic"
diff --git a/Library/Homebrew/install_renamed.rb b/Library/Homebrew/install_renamed.rb
index 9651ec2cc703a7..5e4b0fd40b412e 100644
--- a/Library/Homebrew/install_renamed.rb
+++ b/Library/Homebrew/install_renamed.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Helper module for installing default files.
diff --git a/Library/Homebrew/installed_dependents.rb b/Library/Homebrew/installed_dependents.rb
index 0633af88695d9f..14eaf239a0eb2a 100644
--- a/Library/Homebrew/installed_dependents.rb
+++ b/Library/Homebrew/installed_dependents.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cask_dependent"
diff --git a/Library/Homebrew/keg.rb b/Library/Homebrew/keg.rb
index 1cc9ee16c710d8..f6a051a9548e1a 100644
--- a/Library/Homebrew/keg.rb
+++ b/Library/Homebrew/keg.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "keg_relocate"
diff --git a/Library/Homebrew/keg_relocate.rb b/Library/Homebrew/keg_relocate.rb
index d691c635eb7a5b..46170cd448dc98 100644
--- a/Library/Homebrew/keg_relocate.rb
+++ b/Library/Homebrew/keg_relocate.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class Keg
diff --git a/Library/Homebrew/lazy_object.rb b/Library/Homebrew/lazy_object.rb
index 364b10f8729cc7..9f755d9faa13bb 100644
--- a/Library/Homebrew/lazy_object.rb
+++ b/Library/Homebrew/lazy_object.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "delegate"
diff --git a/Library/Homebrew/linkage_cache_store.rb b/Library/Homebrew/linkage_cache_store.rb
index 10b142533699aa..5a9c251535995d 100644
--- a/Library/Homebrew/linkage_cache_store.rb
+++ b/Library/Homebrew/linkage_cache_store.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cache_store"
diff --git a/Library/Homebrew/linkage_checker.rb b/Library/Homebrew/linkage_checker.rb
index 2250e1a90a28c4..32f7676d24b874 100644
--- a/Library/Homebrew/linkage_checker.rb
+++ b/Library/Homebrew/linkage_checker.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "keg"
diff --git a/Library/Homebrew/locale.rb b/Library/Homebrew/locale.rb
index b6cda9a6e78155..49b28c0795a09d 100644
--- a/Library/Homebrew/locale.rb
+++ b/Library/Homebrew/locale.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Representation of a system locale.
diff --git a/Library/Homebrew/lock_file.rb b/Library/Homebrew/lock_file.rb
index 4df5b0466be718..3f37bddaaf58d0 100644
--- a/Library/Homebrew/lock_file.rb
+++ b/Library/Homebrew/lock_file.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "fcntl"
diff --git a/Library/Homebrew/macos_version.rb b/Library/Homebrew/macos_version.rb
index 7b4502db2ef2e6..b3a3444a4e63a1 100644
--- a/Library/Homebrew/macos_version.rb
+++ b/Library/Homebrew/macos_version.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "version"
diff --git a/Library/Homebrew/manpages.rb b/Library/Homebrew/manpages.rb
index 6b90a1c186d78b..f49184cf12b292 100644
--- a/Library/Homebrew/manpages.rb
+++ b/Library/Homebrew/manpages.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cli/parser"
diff --git a/Library/Homebrew/manpages/converter/kramdown.rb b/Library/Homebrew/manpages/converter/kramdown.rb
index 413308edbbed14..448d4d45a3d3d4 100644
--- a/Library/Homebrew/manpages/converter/kramdown.rb
+++ b/Library/Homebrew/manpages/converter/kramdown.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "kramdown/converter/kramdown"
diff --git a/Library/Homebrew/manpages/converter/roff.rb b/Library/Homebrew/manpages/converter/roff.rb
index b4f88b53b999d8..602336536873fa 100644
--- a/Library/Homebrew/manpages/converter/roff.rb
+++ b/Library/Homebrew/manpages/converter/roff.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "kramdown/converter/man"
diff --git a/Library/Homebrew/manpages/parser/ronn.rb b/Library/Homebrew/manpages/parser/ronn.rb
index fae27addb72c13..36cddd6111cce6 100644
--- a/Library/Homebrew/manpages/parser/ronn.rb
+++ b/Library/Homebrew/manpages/parser/ronn.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "kramdown/parser/kramdown"
diff --git a/Library/Homebrew/metafiles.rb b/Library/Homebrew/metafiles.rb
index 9f3a74239f4010..09ff9dbe09694a 100644
--- a/Library/Homebrew/metafiles.rb
+++ b/Library/Homebrew/metafiles.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Helper for checking if a file is considered a metadata file.
diff --git a/Library/Homebrew/migrator.rb b/Library/Homebrew/migrator.rb
index ce40e3c9d34fdf..f44517d4572ad3 100644
--- a/Library/Homebrew/migrator.rb
+++ b/Library/Homebrew/migrator.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "lock_file"
diff --git a/Library/Homebrew/missing_formula.rb b/Library/Homebrew/missing_formula.rb
index 7a49643accd2c3..f415122817faa4 100644
--- a/Library/Homebrew/missing_formula.rb
+++ b/Library/Homebrew/missing_formula.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "formulary"
diff --git a/Library/Homebrew/mktemp.rb b/Library/Homebrew/mktemp.rb
index 2d03ec6fca489b..043bfc28b0d43d 100644
--- a/Library/Homebrew/mktemp.rb
+++ b/Library/Homebrew/mktemp.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Performs {Formula#mktemp}'s functionality and tracks the results.
diff --git a/Library/Homebrew/options.rb b/Library/Homebrew/options.rb
index 6d7d0dfd9dcdf9..e1d5653db9d83a 100644
--- a/Library/Homebrew/options.rb
+++ b/Library/Homebrew/options.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # A formula option.
diff --git a/Library/Homebrew/os/linux.rb b/Library/Homebrew/os/linux.rb
index 2e2752c7bb7e25..7f5c32d85a15da 100644
--- a/Library/Homebrew/os/linux.rb
+++ b/Library/Homebrew/os/linux.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils"
diff --git a/Library/Homebrew/os/linux/elf.rb b/Library/Homebrew/os/linux/elf.rb
index 9376bdf0476a94..91c4407670554c 100644
--- a/Library/Homebrew/os/linux/elf.rb
+++ b/Library/Homebrew/os/linux/elf.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "os/linux/ld"
diff --git a/Library/Homebrew/os/linux/glibc.rb b/Library/Homebrew/os/linux/glibc.rb
index caa392f889a8de..eff5a25a8e9dae 100644
--- a/Library/Homebrew/os/linux/glibc.rb
+++ b/Library/Homebrew/os/linux/glibc.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module OS
diff --git a/Library/Homebrew/os/mac.rb b/Library/Homebrew/os/mac.rb
index 360fb7c1e51497..3a65aeab2f744a 100644
--- a/Library/Homebrew/os/mac.rb
+++ b/Library/Homebrew/os/mac.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "macos_version"
diff --git a/Library/Homebrew/os/mac/keg.rb b/Library/Homebrew/os/mac/keg.rb
index 9e692e64b118aa..127633ee8775be 100644
--- a/Library/Homebrew/os/mac/keg.rb
+++ b/Library/Homebrew/os/mac/keg.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 class Keg
diff --git a/Library/Homebrew/os/mac/mach.rb b/Library/Homebrew/os/mac/mach.rb
index bb5893e672ce9a..a632b3d128bea8 100644
--- a/Library/Homebrew/os/mac/mach.rb
+++ b/Library/Homebrew/os/mac/mach.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "macho"
diff --git a/Library/Homebrew/os/mac/sdk.rb b/Library/Homebrew/os/mac/sdk.rb
index efea57282a4a84..a8540fbe0ac4b7 100644
--- a/Library/Homebrew/os/mac/sdk.rb
+++ b/Library/Homebrew/os/mac/sdk.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "system_command"
diff --git a/Library/Homebrew/os/mac/xcode.rb b/Library/Homebrew/os/mac/xcode.rb
index 584872212e40db..7b23b832c34e3d 100644
--- a/Library/Homebrew/os/mac/xcode.rb
+++ b/Library/Homebrew/os/mac/xcode.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module OS
diff --git a/Library/Homebrew/patch.rb b/Library/Homebrew/patch.rb
index 2f7cceae958c53..6aacc0254b0cf6 100644
--- a/Library/Homebrew/patch.rb
+++ b/Library/Homebrew/patch.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "resource"
diff --git a/Library/Homebrew/pkg_version.rb b/Library/Homebrew/pkg_version.rb
index b29a52de817d77..6e29244d0e51ef 100644
--- a/Library/Homebrew/pkg_version.rb
+++ b/Library/Homebrew/pkg_version.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "version"
diff --git a/Library/Homebrew/readall.rb b/Library/Homebrew/readall.rb
index c20251fbb18116..589a4242366667 100644
--- a/Library/Homebrew/readall.rb
+++ b/Library/Homebrew/readall.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "formula"
diff --git a/Library/Homebrew/reinstall.rb b/Library/Homebrew/reinstall.rb
index 39ad82d292ddb9..78e74dc7093408 100644
--- a/Library/Homebrew/reinstall.rb
+++ b/Library/Homebrew/reinstall.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "formula_installer"
diff --git a/Library/Homebrew/requirement.rb b/Library/Homebrew/requirement.rb
index d8df3552e9cbbe..9edd6a9a2306c5 100644
--- a/Library/Homebrew/requirement.rb
+++ b/Library/Homebrew/requirement.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/requirements/arch_requirement.rb b/Library/Homebrew/requirements/arch_requirement.rb
index 1b501f11fb4783..65940a994619a3 100644
--- a/Library/Homebrew/requirements/arch_requirement.rb
+++ b/Library/Homebrew/requirements/arch_requirement.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "requirement"
diff --git a/Library/Homebrew/requirements/codesign_requirement.rb b/Library/Homebrew/requirements/codesign_requirement.rb
index 119ea2f79cde3c..d486fec2b8af7b 100644
--- a/Library/Homebrew/requirements/codesign_requirement.rb
+++ b/Library/Homebrew/requirements/codesign_requirement.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # A requirement on a code-signing identity.
diff --git a/Library/Homebrew/requirements/macos_requirement.rb b/Library/Homebrew/requirements/macos_requirement.rb
index acaa9d12f79bfa..3189259b8a41e5 100644
--- a/Library/Homebrew/requirements/macos_requirement.rb
+++ b/Library/Homebrew/requirements/macos_requirement.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "requirement"
diff --git a/Library/Homebrew/requirements/xcode_requirement.rb b/Library/Homebrew/requirements/xcode_requirement.rb
index 687119d8b9a674..0d74f0e9455207 100644
--- a/Library/Homebrew/requirements/xcode_requirement.rb
+++ b/Library/Homebrew/requirements/xcode_requirement.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "requirement"
diff --git a/Library/Homebrew/resource.rb b/Library/Homebrew/resource.rb
index 7c4d6e773e3eae..61ce2eb408af1b 100644
--- a/Library/Homebrew/resource.rb
+++ b/Library/Homebrew/resource.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "downloadable"
diff --git a/Library/Homebrew/resource_auditor.rb b/Library/Homebrew/resource_auditor.rb
index 795b2cbe9f78ae..ce92f9d9b39e25 100644
--- a/Library/Homebrew/resource_auditor.rb
+++ b/Library/Homebrew/resource_auditor.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/svn"
diff --git a/Library/Homebrew/rubocops/blank.rb b/Library/Homebrew/rubocops/blank.rb
index b32f1f94123a1e..f71839eafb5fe9 100644
--- a/Library/Homebrew/rubocops/blank.rb
+++ b/Library/Homebrew/rubocops/blank.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/bottle.rb b/Library/Homebrew/rubocops/bottle.rb
index 567702bd82c546..0255f1e4ae3c7a 100644
--- a/Library/Homebrew/rubocops/bottle.rb
+++ b/Library/Homebrew/rubocops/bottle.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/cask/array_alphabetization.rb b/Library/Homebrew/rubocops/cask/array_alphabetization.rb
index ddbd872e4a0fb4..2237052fce384b 100644
--- a/Library/Homebrew/rubocops/cask/array_alphabetization.rb
+++ b/Library/Homebrew/rubocops/cask/array_alphabetization.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/ast/cask_block.rb b/Library/Homebrew/rubocops/cask/ast/cask_block.rb
index f04aa1033b5542..943c09185a14dd 100644
--- a/Library/Homebrew/rubocops/cask/ast/cask_block.rb
+++ b/Library/Homebrew/rubocops/cask/ast/cask_block.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "forwardable"
diff --git a/Library/Homebrew/rubocops/cask/ast/cask_header.rb b/Library/Homebrew/rubocops/cask/ast/cask_header.rb
index 8604c16e242d20..2b4ed0ef1e2cc3 100644
--- a/Library/Homebrew/rubocops/cask/ast/cask_header.rb
+++ b/Library/Homebrew/rubocops/cask/ast/cask_header.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/ast/stanza.rb b/Library/Homebrew/rubocops/cask/ast/stanza.rb
index d793076060e7ac..a85ceecd5201fe 100644
--- a/Library/Homebrew/rubocops/cask/ast/stanza.rb
+++ b/Library/Homebrew/rubocops/cask/ast/stanza.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "forwardable"
diff --git a/Library/Homebrew/rubocops/cask/constants/stanza.rb b/Library/Homebrew/rubocops/cask/constants/stanza.rb
index 64c524d0150400..2e911fc9e2de26 100644
--- a/Library/Homebrew/rubocops/cask/constants/stanza.rb
+++ b/Library/Homebrew/rubocops/cask/constants/stanza.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/desc.rb b/Library/Homebrew/rubocops/cask/desc.rb
index 6d8a74207944af..64149fc0eb5d5e 100644
--- a/Library/Homebrew/rubocops/cask/desc.rb
+++ b/Library/Homebrew/rubocops/cask/desc.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/cask/mixin/on_desc_stanza"
diff --git a/Library/Homebrew/rubocops/cask/discontinued.rb b/Library/Homebrew/rubocops/cask/discontinued.rb
index a2c87748cd309e..76bd287ada9a0b 100644
--- a/Library/Homebrew/rubocops/cask/discontinued.rb
+++ b/Library/Homebrew/rubocops/cask/discontinued.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/extend/node.rb b/Library/Homebrew/rubocops/cask/extend/node.rb
index 463a1ad6fd5b9e..8abc568ec08550 100644
--- a/Library/Homebrew/rubocops/cask/extend/node.rb
+++ b/Library/Homebrew/rubocops/cask/extend/node.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/homepage_url_styling.rb b/Library/Homebrew/rubocops/cask/homepage_url_styling.rb
index 46a853eeb61a2c..98820f5c739cbf 100644
--- a/Library/Homebrew/rubocops/cask/homepage_url_styling.rb
+++ b/Library/Homebrew/rubocops/cask/homepage_url_styling.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "forwardable"
diff --git a/Library/Homebrew/rubocops/cask/mixin/cask_help.rb b/Library/Homebrew/rubocops/cask/mixin/cask_help.rb
index 661f218b7d8d79..edea7f491913f7 100644
--- a/Library/Homebrew/rubocops/cask/mixin/cask_help.rb
+++ b/Library/Homebrew/rubocops/cask/mixin/cask_help.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/mixin/on_desc_stanza.rb b/Library/Homebrew/rubocops/cask/mixin/on_desc_stanza.rb
index 7a1050d6b9b97e..032a900095a8c3 100644
--- a/Library/Homebrew/rubocops/cask/mixin/on_desc_stanza.rb
+++ b/Library/Homebrew/rubocops/cask/mixin/on_desc_stanza.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/mixin/on_homepage_stanza.rb b/Library/Homebrew/rubocops/cask/mixin/on_homepage_stanza.rb
index 4340bcaa7c96f3..26b6bd2191b815 100644
--- a/Library/Homebrew/rubocops/cask/mixin/on_homepage_stanza.rb
+++ b/Library/Homebrew/rubocops/cask/mixin/on_homepage_stanza.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/mixin/on_url_stanza.rb b/Library/Homebrew/rubocops/cask/mixin/on_url_stanza.rb
index 73c83e78379e44..ad2223644bdfde 100644
--- a/Library/Homebrew/rubocops/cask/mixin/on_url_stanza.rb
+++ b/Library/Homebrew/rubocops/cask/mixin/on_url_stanza.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/no_overrides.rb b/Library/Homebrew/rubocops/cask/no_overrides.rb
index 03ba9a7c4a3433..0493246252b201 100644
--- a/Library/Homebrew/rubocops/cask/no_overrides.rb
+++ b/Library/Homebrew/rubocops/cask/no_overrides.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/on_system_conditionals.rb b/Library/Homebrew/rubocops/cask/on_system_conditionals.rb
index d6a267e4bad267..eab312a8b5d327 100644
--- a/Library/Homebrew/rubocops/cask/on_system_conditionals.rb
+++ b/Library/Homebrew/rubocops/cask/on_system_conditionals.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "forwardable"
diff --git a/Library/Homebrew/rubocops/cask/shared_filelist_glob.rb b/Library/Homebrew/rubocops/cask/shared_filelist_glob.rb
index 24c4b6c07c285f..bd4122dcd35a70 100644
--- a/Library/Homebrew/rubocops/cask/shared_filelist_glob.rb
+++ b/Library/Homebrew/rubocops/cask/shared_filelist_glob.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/stanza_grouping.rb b/Library/Homebrew/rubocops/cask/stanza_grouping.rb
index d5d3b90f765d87..dacf4694046a7c 100644
--- a/Library/Homebrew/rubocops/cask/stanza_grouping.rb
+++ b/Library/Homebrew/rubocops/cask/stanza_grouping.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "forwardable"
diff --git a/Library/Homebrew/rubocops/cask/stanza_order.rb b/Library/Homebrew/rubocops/cask/stanza_order.rb
index dfbb6e94320946..ab9fc96e390c88 100644
--- a/Library/Homebrew/rubocops/cask/stanza_order.rb
+++ b/Library/Homebrew/rubocops/cask/stanza_order.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "forwardable"
diff --git a/Library/Homebrew/rubocops/cask/url.rb b/Library/Homebrew/rubocops/cask/url.rb
index c051b03b3f31da..79ed4cb869f68d 100644
--- a/Library/Homebrew/rubocops/cask/url.rb
+++ b/Library/Homebrew/rubocops/cask/url.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/shared/url_helper"
diff --git a/Library/Homebrew/rubocops/cask/url_legacy_comma_separators.rb b/Library/Homebrew/rubocops/cask/url_legacy_comma_separators.rb
index 6428b91eb8fb4f..3111361a50e80f 100644
--- a/Library/Homebrew/rubocops/cask/url_legacy_comma_separators.rb
+++ b/Library/Homebrew/rubocops/cask/url_legacy_comma_separators.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/cask/variables.rb b/Library/Homebrew/rubocops/cask/variables.rb
index 8a641291f744c0..adf73e6889b92a 100644
--- a/Library/Homebrew/rubocops/cask/variables.rb
+++ b/Library/Homebrew/rubocops/cask/variables.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "forwardable"
diff --git a/Library/Homebrew/rubocops/checksum.rb b/Library/Homebrew/rubocops/checksum.rb
index de661974ab27d7..c1776b2d74db6b 100644
--- a/Library/Homebrew/rubocops/checksum.rb
+++ b/Library/Homebrew/rubocops/checksum.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/compact_blank.rb b/Library/Homebrew/rubocops/compact_blank.rb
index 9603abb67505b3..b020db3447bfd1 100644
--- a/Library/Homebrew/rubocops/compact_blank.rb
+++ b/Library/Homebrew/rubocops/compact_blank.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/components_order.rb b/Library/Homebrew/rubocops/components_order.rb
index 900d751fb9be80..14ccb3973e8e96 100644
--- a/Library/Homebrew/rubocops/components_order.rb
+++ b/Library/Homebrew/rubocops/components_order.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "ast_constants"
diff --git a/Library/Homebrew/rubocops/conflicts.rb b/Library/Homebrew/rubocops/conflicts.rb
index e1cb4caa894c84..36eadf0465acf6 100644
--- a/Library/Homebrew/rubocops/conflicts.rb
+++ b/Library/Homebrew/rubocops/conflicts.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/dependency_order.rb b/Library/Homebrew/rubocops/dependency_order.rb
index 0085d6f1414095..3f9a343d6d64f9 100644
--- a/Library/Homebrew/rubocops/dependency_order.rb
+++ b/Library/Homebrew/rubocops/dependency_order.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/deprecate_disable.rb b/Library/Homebrew/rubocops/deprecate_disable.rb
index ff6e02cdc8beaf..127ec5de57facf 100644
--- a/Library/Homebrew/rubocops/deprecate_disable.rb
+++ b/Library/Homebrew/rubocops/deprecate_disable.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/desc.rb b/Library/Homebrew/rubocops/desc.rb
index 3f69f084611596..c68ac5d8e85112 100644
--- a/Library/Homebrew/rubocops/desc.rb
+++ b/Library/Homebrew/rubocops/desc.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/extend/formula_cop.rb b/Library/Homebrew/rubocops/extend/formula_cop.rb
index eca8e3627b1b1b..bc771d852340d2 100644
--- a/Library/Homebrew/rubocops/extend/formula_cop.rb
+++ b/Library/Homebrew/rubocops/extend/formula_cop.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/shared/helper_functions"
diff --git a/Library/Homebrew/rubocops/install_bundler_gems.rb b/Library/Homebrew/rubocops/install_bundler_gems.rb
index c65a2931a44701..f10bf15f9d2f13 100644
--- a/Library/Homebrew/rubocops/install_bundler_gems.rb
+++ b/Library/Homebrew/rubocops/install_bundler_gems.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/io_read.rb b/Library/Homebrew/rubocops/io_read.rb
index 46ad7e1320ab03..7e20f3e7b5598e 100644
--- a/Library/Homebrew/rubocops/io_read.rb
+++ b/Library/Homebrew/rubocops/io_read.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/keg_only.rb b/Library/Homebrew/rubocops/keg_only.rb
index 98ce1c06111b69..765f05ba3b56d7 100644
--- a/Library/Homebrew/rubocops/keg_only.rb
+++ b/Library/Homebrew/rubocops/keg_only.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/lines.rb b/Library/Homebrew/rubocops/lines.rb
index 2c1ef8103c605c..5bb8666f2bf4fd 100644
--- a/Library/Homebrew/rubocops/lines.rb
+++ b/Library/Homebrew/rubocops/lines.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "macos_version"
diff --git a/Library/Homebrew/rubocops/move_to_extend_os.rb b/Library/Homebrew/rubocops/move_to_extend_os.rb
index a0177589460401..00aa8742c661c6 100644
--- a/Library/Homebrew/rubocops/move_to_extend_os.rb
+++ b/Library/Homebrew/rubocops/move_to_extend_os.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/negate_include.rb b/Library/Homebrew/rubocops/negate_include.rb
index ad164c2287131a..37ffd6092c51dc 100644
--- a/Library/Homebrew/rubocops/negate_include.rb
+++ b/Library/Homebrew/rubocops/negate_include.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/no_fileutils_rmrf.rb b/Library/Homebrew/rubocops/no_fileutils_rmrf.rb
index b1e22cf30f9f98..7ddf6ca5eee03a 100644
--- a/Library/Homebrew/rubocops/no_fileutils_rmrf.rb
+++ b/Library/Homebrew/rubocops/no_fileutils_rmrf.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/patches.rb b/Library/Homebrew/rubocops/patches.rb
index 784e7b18a21d16..32d2f87e9e82d0 100644
--- a/Library/Homebrew/rubocops/patches.rb
+++ b/Library/Homebrew/rubocops/patches.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/presence.rb b/Library/Homebrew/rubocops/presence.rb
index eddb3afe843d0b..c924de724ee327 100644
--- a/Library/Homebrew/rubocops/presence.rb
+++ b/Library/Homebrew/rubocops/presence.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/present.rb b/Library/Homebrew/rubocops/present.rb
index 80f8ad18cc61dc..c77a2eed5a7ea0 100644
--- a/Library/Homebrew/rubocops/present.rb
+++ b/Library/Homebrew/rubocops/present.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/safe_navigation_with_blank.rb b/Library/Homebrew/rubocops/safe_navigation_with_blank.rb
index 8862da6d586971..74f83fe32ad0a5 100644
--- a/Library/Homebrew/rubocops/safe_navigation_with_blank.rb
+++ b/Library/Homebrew/rubocops/safe_navigation_with_blank.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module RuboCop
diff --git a/Library/Homebrew/rubocops/service.rb b/Library/Homebrew/rubocops/service.rb
index be21177c5b216f..d7f76b17add588 100644
--- a/Library/Homebrew/rubocops/service.rb
+++ b/Library/Homebrew/rubocops/service.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/shared/desc_helper.rb b/Library/Homebrew/rubocops/shared/desc_helper.rb
index d19b4fc3e27eb1..ac2504a5f73aeb 100644
--- a/Library/Homebrew/rubocops/shared/desc_helper.rb
+++ b/Library/Homebrew/rubocops/shared/desc_helper.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/shared/helper_functions"
diff --git a/Library/Homebrew/rubocops/shared/helper_functions.rb b/Library/Homebrew/rubocops/shared/helper_functions.rb
index 7e6d9f66019d88..823d4c26c0dc28 100644
--- a/Library/Homebrew/rubocops/shared/helper_functions.rb
+++ b/Library/Homebrew/rubocops/shared/helper_functions.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocop"
diff --git a/Library/Homebrew/rubocops/shared/homepage_helper.rb b/Library/Homebrew/rubocops/shared/homepage_helper.rb
index 921d9aebe65fc1..b0f743190c1434 100644
--- a/Library/Homebrew/rubocops/shared/homepage_helper.rb
+++ b/Library/Homebrew/rubocops/shared/homepage_helper.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/shared/helper_functions"
diff --git a/Library/Homebrew/rubocops/shared/on_system_conditionals_helper.rb b/Library/Homebrew/rubocops/shared/on_system_conditionals_helper.rb
index 522e5f1dde0c50..8d074add7ab6e9 100644
--- a/Library/Homebrew/rubocops/shared/on_system_conditionals_helper.rb
+++ b/Library/Homebrew/rubocops/shared/on_system_conditionals_helper.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "macos_version"
diff --git a/Library/Homebrew/rubocops/shared/url_helper.rb b/Library/Homebrew/rubocops/shared/url_helper.rb
index 7440a365a6e46b..b5bad2dfe6f359 100644
--- a/Library/Homebrew/rubocops/shared/url_helper.rb
+++ b/Library/Homebrew/rubocops/shared/url_helper.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/shared/helper_functions"
diff --git a/Library/Homebrew/rubocops/shell_commands.rb b/Library/Homebrew/rubocops/shell_commands.rb
index 4d0dac7f7fefbe..a776e58e8b98cd 100644
--- a/Library/Homebrew/rubocops/shell_commands.rb
+++ b/Library/Homebrew/rubocops/shell_commands.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "extend/array"
diff --git a/Library/Homebrew/rubocops/text.rb b/Library/Homebrew/rubocops/text.rb
index a8ac9bf3858227..cc8c5426f40533 100644
--- a/Library/Homebrew/rubocops/text.rb
+++ b/Library/Homebrew/rubocops/text.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/urls.rb b/Library/Homebrew/rubocops/urls.rb
index 79acd18116cc16..af13b6cfb5a081 100644
--- a/Library/Homebrew/rubocops/urls.rb
+++ b/Library/Homebrew/rubocops/urls.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/rubocops/uses_from_macos.rb b/Library/Homebrew/rubocops/uses_from_macos.rb
index 34f46ef49b7b54..75552df2ef3a4a 100644
--- a/Library/Homebrew/rubocops/uses_from_macos.rb
+++ b/Library/Homebrew/rubocops/uses_from_macos.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "rubocops/extend/formula_cop"
diff --git a/Library/Homebrew/sbom.rb b/Library/Homebrew/sbom.rb
index deb2c43e51da0f..6e3e0c2a55486c 100644
--- a/Library/Homebrew/sbom.rb
+++ b/Library/Homebrew/sbom.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cxxstdlib"
diff --git a/Library/Homebrew/search.rb b/Library/Homebrew/search.rb
index 3e78204d099623..606fad7e362d91 100644
--- a/Library/Homebrew/search.rb
+++ b/Library/Homebrew/search.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "description_cache_store"
diff --git a/Library/Homebrew/service.rb b/Library/Homebrew/service.rb
index 7b078236fbbf81..e4f27fd73c0ed1 100644
--- a/Library/Homebrew/service.rb
+++ b/Library/Homebrew/service.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "ipaddr"
diff --git a/Library/Homebrew/settings.rb b/Library/Homebrew/settings.rb
index 8a78e72d0a0df2..6aee3015da7375 100644
--- a/Library/Homebrew/settings.rb
+++ b/Library/Homebrew/settings.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/popen"
diff --git a/Library/Homebrew/simulate_system.rb b/Library/Homebrew/simulate_system.rb
index 9b02b35b15d18e..e1b80b84150fb9 100644
--- a/Library/Homebrew/simulate_system.rb
+++ b/Library/Homebrew/simulate_system.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "macos_version"
diff --git a/Library/Homebrew/software_spec.rb b/Library/Homebrew/software_spec.rb
index baf07262a3cf8f..ebf7821dad9bb7 100644
--- a/Library/Homebrew/software_spec.rb
+++ b/Library/Homebrew/software_spec.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/sorbet/parlour.rb b/Library/Homebrew/sorbet/parlour.rb
index 66ca7aa820d878..1092e03dd6211a 100644
--- a/Library/Homebrew/sorbet/parlour.rb
+++ b/Library/Homebrew/sorbet/parlour.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require_relative "../extend/module"
diff --git a/Library/Homebrew/standalone/init.rb b/Library/Homebrew/standalone/init.rb
index a0dd6c0feae5e7..305d8497ad769c 100644
--- a/Library/Homebrew/standalone/init.rb
+++ b/Library/Homebrew/standalone/init.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # This file is included before any other files. It intentionally has typing disabled and has minimal use of `require`.
diff --git a/Library/Homebrew/standalone/sorbet.rb b/Library/Homebrew/standalone/sorbet.rb
index 9cd7fa24a8df67..9dc4eaacb92a8a 100644
--- a/Library/Homebrew/standalone/sorbet.rb
+++ b/Library/Homebrew/standalone/sorbet.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "sorbet-runtime"
diff --git a/Library/Homebrew/startup/config.rb b/Library/Homebrew/startup/config.rb
index 1a9f80f7b33158..0b8341cedea934 100644
--- a/Library/Homebrew/startup/config.rb
+++ b/Library/Homebrew/startup/config.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 raise "HOMEBREW_BREW_FILE was not exported! Please call bin/brew directly!" unless ENV["HOMEBREW_BREW_FILE"]
diff --git a/Library/Homebrew/startup/ruby_path.rb b/Library/Homebrew/startup/ruby_path.rb
index 35de5267a4b964..d5eb6fc6b7b3d7 100644
--- a/Library/Homebrew/startup/ruby_path.rb
+++ b/Library/Homebrew/startup/ruby_path.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 RUBY_PATH = Pathname.new(RbConfig.ruby).freeze
diff --git a/Library/Homebrew/style.rb b/Library/Homebrew/style.rb
index 7793f003e70c2b..a23e9b4398a83f 100644
--- a/Library/Homebrew/style.rb
+++ b/Library/Homebrew/style.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "shellwords"
diff --git a/Library/Homebrew/system_command.rb b/Library/Homebrew/system_command.rb
index 432043df010439..94601fb4dad9b9 100644
--- a/Library/Homebrew/system_command.rb
+++ b/Library/Homebrew/system_command.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "attrable"
diff --git a/Library/Homebrew/system_config.rb b/Library/Homebrew/system_config.rb
index 80f125a37131dc..fe0556b50466df 100644
--- a/Library/Homebrew/system_config.rb
+++ b/Library/Homebrew/system_config.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "hardware"
diff --git a/Library/Homebrew/tab.rb b/Library/Homebrew/tab.rb
index 85afd06e63b3c0..c4d92d6c66ebef 100644
--- a/Library/Homebrew/tab.rb
+++ b/Library/Homebrew/tab.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "cxxstdlib"
diff --git a/Library/Homebrew/tap.rb b/Library/Homebrew/tap.rb
index 97e58ceb99ed9b..a5dc93a25caa51 100644
--- a/Library/Homebrew/tap.rb
+++ b/Library/Homebrew/tap.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "api"
diff --git a/Library/Homebrew/tap_auditor.rb b/Library/Homebrew/tap_auditor.rb
index 33a577101969b9..c1262d50e8dd1b 100644
--- a/Library/Homebrew/tap_auditor.rb
+++ b/Library/Homebrew/tap_auditor.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/test.rb b/Library/Homebrew/test.rb
index 9768baac5f5ccd..d20756b75b082e 100644
--- a/Library/Homebrew/test.rb
+++ b/Library/Homebrew/test.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 raise "#{__FILE__} must not be loaded via `require`." if $PROGRAM_NAME != __FILE__
diff --git a/Library/Homebrew/uninstall.rb b/Library/Homebrew/uninstall.rb
index 543e65c376ad20..fd14e8ce8d08e1 100644
--- a/Library/Homebrew/uninstall.rb
+++ b/Library/Homebrew/uninstall.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "installed_dependents"
diff --git a/Library/Homebrew/unlink.rb b/Library/Homebrew/unlink.rb
index 73ce64081690d0..5f7d118b491372 100644
--- a/Library/Homebrew/unlink.rb
+++ b/Library/Homebrew/unlink.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Homebrew
diff --git a/Library/Homebrew/unversioned_cask_checker.rb b/Library/Homebrew/unversioned_cask_checker.rb
index 241e63348d6248..657050746983ee 100644
--- a/Library/Homebrew/unversioned_cask_checker.rb
+++ b/Library/Homebrew/unversioned_cask_checker.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "bundle_version"
diff --git a/Library/Homebrew/upgrade.rb b/Library/Homebrew/upgrade.rb
index 382fa822a460c2..4b2c80c37b992d 100644
--- a/Library/Homebrew/upgrade.rb
+++ b/Library/Homebrew/upgrade.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "reinstall"
diff --git a/Library/Homebrew/url.rb b/Library/Homebrew/url.rb
index dc9ef238d161e3..e0ccdb9ee8f54d 100644
--- a/Library/Homebrew/url.rb
+++ b/Library/Homebrew/url.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "version"
diff --git a/Library/Homebrew/utils.rb b/Library/Homebrew/utils.rb
index 3f24e0445eb9c4..aad43bec80604c 100644
--- a/Library/Homebrew/utils.rb
+++ b/Library/Homebrew/utils.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "context"
diff --git a/Library/Homebrew/utils/analytics.rb b/Library/Homebrew/utils/analytics.rb
index c4540961a098a2..b4c8f4ec3ba07b 100644
--- a/Library/Homebrew/utils/analytics.rb
+++ b/Library/Homebrew/utils/analytics.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "context"
diff --git a/Library/Homebrew/utils/bottles.rb b/Library/Homebrew/utils/bottles.rb
index aaaa57fb1939d1..73c6b014bee524 100644
--- a/Library/Homebrew/utils/bottles.rb
+++ b/Library/Homebrew/utils/bottles.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "tab"
diff --git a/Library/Homebrew/utils/curl.rb b/Library/Homebrew/utils/curl.rb
index fea66022a317dd..2c70ba34a5d2b8 100644
--- a/Library/Homebrew/utils/curl.rb
+++ b/Library/Homebrew/utils/curl.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "open3"
diff --git a/Library/Homebrew/utils/fork.rb b/Library/Homebrew/utils/fork.rb
index d37dda94efb15f..314aa3d1328296 100644
--- a/Library/Homebrew/utils/fork.rb
+++ b/Library/Homebrew/utils/fork.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "fcntl"
diff --git a/Library/Homebrew/utils/formatter.rb b/Library/Homebrew/utils/formatter.rb
index 8bed52b5c195ee..245dd716561fe3 100644
--- a/Library/Homebrew/utils/formatter.rb
+++ b/Library/Homebrew/utils/formatter.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/tty"
diff --git a/Library/Homebrew/utils/gems.rb b/Library/Homebrew/utils/gems.rb
index 585cfdb94bf933..9ff35808baf73a 100644
--- a/Library/Homebrew/utils/gems.rb
+++ b/Library/Homebrew/utils/gems.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true  # rubocop:disable Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Never `require` anything in this file (except English). It needs to be able to
diff --git a/Library/Homebrew/utils/git.rb b/Library/Homebrew/utils/git.rb
index 29edb1cc153eed..cd7649f7defd16 100644
--- a/Library/Homebrew/utils/git.rb
+++ b/Library/Homebrew/utils/git.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "system_command"
diff --git a/Library/Homebrew/utils/github.rb b/Library/Homebrew/utils/github.rb
index cb81b6d66b9e2d..667366fbcbb665 100644
--- a/Library/Homebrew/utils/github.rb
+++ b/Library/Homebrew/utils/github.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "uri"
diff --git a/Library/Homebrew/utils/github/api.rb b/Library/Homebrew/utils/github/api.rb
index 324986fce2c6b7..1c06a9c82e42df 100644
--- a/Library/Homebrew/utils/github/api.rb
+++ b/Library/Homebrew/utils/github/api.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "system_command"
diff --git a/Library/Homebrew/utils/inreplace.rb b/Library/Homebrew/utils/inreplace.rb
index 6f866382c4c25a..24beae198bbffc 100644
--- a/Library/Homebrew/utils/inreplace.rb
+++ b/Library/Homebrew/utils/inreplace.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/string_inreplace_extension"
diff --git a/Library/Homebrew/utils/link.rb b/Library/Homebrew/utils/link.rb
index 09e56d2696cf7f..b84efbe13a7eee 100644
--- a/Library/Homebrew/utils/link.rb
+++ b/Library/Homebrew/utils/link.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Utils
diff --git a/Library/Homebrew/utils/popen.rb b/Library/Homebrew/utils/popen.rb
index 89d41b3da6ecec..fea4d9831a5ca2 100644
--- a/Library/Homebrew/utils/popen.rb
+++ b/Library/Homebrew/utils/popen.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Utils
diff --git a/Library/Homebrew/utils/pypi.rb b/Library/Homebrew/utils/pypi.rb
index 5f554513806694..28b5b847aa51da 100644
--- a/Library/Homebrew/utils/pypi.rb
+++ b/Library/Homebrew/utils/pypi.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/inreplace"
diff --git a/Library/Homebrew/utils/repology.rb b/Library/Homebrew/utils/repology.rb
index cd139933236bc8..a382f47f5e4082 100644
--- a/Library/Homebrew/utils/repology.rb
+++ b/Library/Homebrew/utils/repology.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/curl"
diff --git a/Library/Homebrew/utils/ruby_check_version_script.rb b/Library/Homebrew/utils/ruby_check_version_script.rb
index cb77d2e4d3324f..8a3471269c1a56 100755
--- a/Library/Homebrew/utils/ruby_check_version_script.rb
+++ b/Library/Homebrew/utils/ruby_check_version_script.rb
@@ -1,5 +1,5 @@
 #!/usr/bin/env ruby
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 HOMEBREW_REQUIRED_RUBY_VERSION = ARGV.first.freeze
diff --git a/Library/Homebrew/utils/service.rb b/Library/Homebrew/utils/service.rb
index ceb8cd36e2bf2a..b89cd070367160 100644
--- a/Library/Homebrew/utils/service.rb
+++ b/Library/Homebrew/utils/service.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Utils
diff --git a/Library/Homebrew/utils/shared_audits.rb b/Library/Homebrew/utils/shared_audits.rb
index 3329ea1797fb4a..33846c762da8b3 100644
--- a/Library/Homebrew/utils/shared_audits.rb
+++ b/Library/Homebrew/utils/shared_audits.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/curl"
diff --git a/Library/Homebrew/utils/shell.rb b/Library/Homebrew/utils/shell.rb
index d514f5914fd0c1..cff179c2feaef9 100644
--- a/Library/Homebrew/utils/shell.rb
+++ b/Library/Homebrew/utils/shell.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 module Utils
diff --git a/Library/Homebrew/utils/spdx.rb b/Library/Homebrew/utils/spdx.rb
index f44aa54a8ba69d..500bf5608b03d0 100644
--- a/Library/Homebrew/utils/spdx.rb
+++ b/Library/Homebrew/utils/spdx.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "utils/curl"
diff --git a/Library/Homebrew/utils/svn.rb b/Library/Homebrew/utils/svn.rb
index 93f6b100a976d5..a4091a9799d49e 100644
--- a/Library/Homebrew/utils/svn.rb
+++ b/Library/Homebrew/utils/svn.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "system_command"
diff --git a/Library/Homebrew/utils/topological_hash.rb b/Library/Homebrew/utils/topological_hash.rb
index e3db32d2170651..cf7382f42b4c31 100644
--- a/Library/Homebrew/utils/topological_hash.rb
+++ b/Library/Homebrew/utils/topological_hash.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "tsort"
diff --git a/Library/Homebrew/utils/tty.rb b/Library/Homebrew/utils/tty.rb
index 6c9f0d53dcecae..f1ebba8a89615e 100644
--- a/Library/Homebrew/utils/tty.rb
+++ b/Library/Homebrew/utils/tty.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # Various helper functions for interacting with TTYs.
diff --git a/Library/Homebrew/utils/user.rb b/Library/Homebrew/utils/user.rb
index 09be3d770774e0..c82b42fcafaa0f 100644
--- a/Library/Homebrew/utils/user.rb
+++ b/Library/Homebrew/utils/user.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "delegate"
diff --git a/Library/Homebrew/warnings.rb b/Library/Homebrew/warnings.rb
index 568808b205cd1e..cc9c8a1950b4e2 100644
--- a/Library/Homebrew/warnings.rb
+++ b/Library/Homebrew/warnings.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 require "warning"
diff --git a/Library/Homebrew/yard/docstring_parser.rb b/Library/Homebrew/yard/docstring_parser.rb
index 8528295a8106dd..67bebedbee2890 100644
--- a/Library/Homebrew/yard/docstring_parser.rb
+++ b/Library/Homebrew/yard/docstring_parser.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # from https://github.com/lsegal/yard/issues/484#issuecomment-442586899
diff --git a/Library/Homebrew/yard/templates/default/docstring/html/setup.rb b/Library/Homebrew/yard/templates/default/docstring/html/setup.rb
index d3f34bb3e3685a..ab197a0fe6a57c 100644
--- a/Library/Homebrew/yard/templates/default/docstring/html/setup.rb
+++ b/Library/Homebrew/yard/templates/default/docstring/html/setup.rb
@@ -1,4 +1,4 @@
-# typed: true
+# typed: true # rubocop:todo Sorbet/StrictSigil
 # frozen_string_literal: true
 
 # This follows the docs at https://github.com/lsegal/yard/blob/main/docs/Templates.md#setuprb
diff --git a/docs/.rubocop.yml b/docs/.rubocop.yml
index ca79d9e6ed7466..cc101165e6d52e 100644
--- a/docs/.rubocop.yml
+++ b/docs/.rubocop.yml
@@ -36,3 +36,7 @@ Style/TopLevelMethodDefinition:
 # Formulae and Casks no longer use `rm_f`/`rm_rf`, so the docs need to match.
 Lint/NonAtomicFileOperation:
   Enabled: false
+
+# The markdown linter config files don't need to be typed strict.
+Sorbet/StrictSigil:
+  Enabled: false