diff --git a/Library/Homebrew/dev-cmd/typecheck.rb b/Library/Homebrew/dev-cmd/typecheck.rb
index e714c240e0..7f50f2d03e 100644
--- a/Library/Homebrew/dev-cmd/typecheck.rb
+++ b/Library/Homebrew/dev-cmd/typecheck.rb
@@ -63,7 +63,8 @@ module Homebrew
         ohai "Updating Tapioca RBI files..."
         safe_system "bundle", "exec", "tapioca", "gem", *tapioca_args
         safe_system "bundle", "exec", "parlour"
-        safe_system "bundle", "exec", "srb", "rbi", "hidden-definitions"
+        safe_system({ "RUBYLIB" => "#{HOMEBREW_LIBRARY_PATH}/sorbet/hidden_definitions_hacks" },
+                    "bundle", "exec", "srb", "rbi", "hidden-definitions")
         safe_system "bundle", "exec", "tapioca", "todo"
 
         if args.suggest_typed?
diff --git a/Library/Homebrew/sorbet/hidden_definitions_hacks/webrick.rb b/Library/Homebrew/sorbet/hidden_definitions_hacks/webrick.rb
new file mode 100644
index 0000000000..e8251a00ec
--- /dev/null
+++ b/Library/Homebrew/sorbet/hidden_definitions_hacks/webrick.rb
@@ -0,0 +1,4 @@
+# typed: strict
+# frozen_string_literal: true
+
+# This file intentionally left blank