diff --git a/Library/Homebrew/cask/cmd/install.rb b/Library/Homebrew/cask/cmd/install.rb
index 71d39f491ff65..efd84d93651f8 100644
--- a/Library/Homebrew/cask/cmd/install.rb
+++ b/Library/Homebrew/cask/cmd/install.rb
@@ -85,7 +85,7 @@ def self.install_casks(
 
         if dry_run
           if (casks_to_install = casks.reject(&:installed?).presence)
-            plural = "cask".pluralize(casks_to_install.count)
+            plural = ::Utils.pluralize("cask", casks_to_install.count)
             ohai "Would install #{casks_to_install.count} #{plural}:"
             puts casks_to_install.map(&:full_name).join(" ")
           end
@@ -97,7 +97,7 @@ def self.install_casks(
                                      .map(&:name)
             next if dep_names.blank?
 
-            plural = "dependency".pluralize(dep_names.count)
+            plural = ::Utils.pluralize("dependenc", dep_names.count, plural: "ies", singular: "y")
             ohai "Would install #{dep_names.count} #{plural} for #{cask.full_name}:"
             puts dep_names.join(" ")
           end
diff --git a/Library/Homebrew/cask/cmd/uninstall.rb b/Library/Homebrew/cask/cmd/uninstall.rb
index 1ab2c8ce2d2aa..1700482a65148 100644
--- a/Library/Homebrew/cask/cmd/uninstall.rb
+++ b/Library/Homebrew/cask/cmd/uninstall.rb
@@ -46,7 +46,7 @@ def self.uninstall_casks(*casks, binaries: nil, force: false, verbose: false)
           next if (versions = cask.versions).empty?
 
           puts <<~EOS
-            #{cask} #{versions.to_sentence} #{"is".pluralize(versions.count)} still installed.
+            #{cask} #{versions.to_sentence} #{(versions.count == 1) ? "is" : "are"} still installed.
             Remove #{(versions.count == 1) ? "it" : "them all"} with `brew uninstall --cask --force #{cask}`.
           EOS
         end
diff --git a/Library/Homebrew/cask/cmd/upgrade.rb b/Library/Homebrew/cask/cmd/upgrade.rb
index b3c87a60d87ca..d4caa561e94ea 100644
--- a/Library/Homebrew/cask/cmd/upgrade.rb
+++ b/Library/Homebrew/cask/cmd/upgrade.rb
@@ -121,7 +121,7 @@ def self.upgrade_casks(
 
         if manual_installer_casks.present?
           count = manual_installer_casks.count
-          ofail "Not upgrading #{count} `installer manual` #{"cask".pluralize(count)}."
+          ofail "Not upgrading #{count} `installer manual` #{::Utils.pluralize("cask", versions.count)}."
           puts manual_installer_casks.map(&:to_s)
           outdated_casks -= manual_installer_casks
         end
@@ -142,7 +142,7 @@ def self.upgrade_casks(
         end
 
         verb = dry_run ? "Would upgrade" : "Upgrading"
-        oh1 "#{verb} #{outdated_casks.count} outdated #{"package".pluralize(outdated_casks.count)}:"
+        oh1 "#{verb} #{outdated_casks.count} outdated #{::Utils.pluralize("package", outdated_casks.count)}:"
 
         caught_exceptions = []
 
diff --git a/Library/Homebrew/cask/installer.rb b/Library/Homebrew/cask/installer.rb
index ceb2c528e5e7a..91f6fc1401214 100644
--- a/Library/Homebrew/cask/installer.rb
+++ b/Library/Homebrew/cask/installer.rb
@@ -231,7 +231,7 @@ def install_artifacts
       already_installed_artifacts = []
 
       odebug "Installing artifacts"
-      odebug "#{artifacts.length} #{"artifact".pluralize(artifacts.length)} defined", artifacts
+      odebug "#{artifacts.length} #{::Utils.pluralize("artifact", artifacts.length)} defined", artifacts
 
       artifacts.each do |artifact|
         next unless artifact.respond_to?(:install_phase)
@@ -460,7 +460,7 @@ def uninstall_artifacts(clear: false)
       artifacts = @cask.artifacts
 
       odebug "Uninstalling artifacts"
-      odebug "#{artifacts.length} #{"artifact".pluralize(artifacts.length)} defined", artifacts
+      odebug "#{artifacts.length} #{::Utils.pluralize("artifact", artifacts.length)} defined", artifacts
 
       artifacts.each do |artifact|
         if artifact.respond_to?(:uninstall_phase)
diff --git a/Library/Homebrew/cleanup.rb b/Library/Homebrew/cleanup.rb
index 39b1484f38f4b..548dbf095a8a2 100644
--- a/Library/Homebrew/cleanup.rb
+++ b/Library/Homebrew/cleanup.rb
@@ -584,7 +584,7 @@ def self.autoremove(dry_run: false)
       formulae_names = removable_formulae.map(&:full_name).sort
 
       verb = dry_run ? "Would autoremove" : "Autoremoving"
-      oh1 "#{verb} #{formulae_names.count} unneeded #{"formula".pluralize(formulae_names.count)}:"
+      oh1 "#{verb} #{formulae_names.count} unneeded #{Utils.pluralize("formula", formulae_names.count, plural: "e")}:"
       puts formulae_names.join("\n")
       return if dry_run
 
diff --git a/Library/Homebrew/cli/parser.rb b/Library/Homebrew/cli/parser.rb
index 81ca29b28c610..cd3c98f735626 100644
--- a/Library/Homebrew/cli/parser.rb
+++ b/Library/Homebrew/cli/parser.rb
@@ -684,7 +684,7 @@ def initialize(maximum, types: [])
           arg_types = types.map { |type| type.to_s.tr("_", " ") }
                            .to_sentence two_words_connector: " or ", last_word_connector: " or "
 
-          "This command does not take more than #{maximum} #{arg_types} #{"argument".pluralize(maximum)}."
+          "This command does not take more than #{maximum} #{arg_types} #{Utils.pluralize("argument", maximum)}."
         end
       end
     end
@@ -698,7 +698,7 @@ def initialize(minimum, types: [])
         arg_types = types.map { |type| type.to_s.tr("_", " ") }
                          .to_sentence two_words_connector: " or ", last_word_connector: " or "
 
-        super "This command requires at least #{minimum} #{arg_types} #{"argument".pluralize(minimum)}."
+        super "This command requires at least #{minimum} #{arg_types} #{Utils.pluralize("argument", minimum)}."
       end
     end
 
@@ -711,7 +711,7 @@ def initialize(minimum, types: [])
         arg_types = types.map { |type| type.to_s.tr("_", " ") }
                          .to_sentence two_words_connector: " or ", last_word_connector: " or "
 
-        super "This command requires exactly #{minimum} #{arg_types} #{"argument".pluralize(minimum)}."
+        super "This command requires exactly #{minimum} #{arg_types} #{Utils.pluralize("argument", minimum)}."
       end
     end
   end
diff --git a/Library/Homebrew/cmd/developer.rb b/Library/Homebrew/cmd/developer.rb
index e967844b7a201..131f18cef56d8 100755
--- a/Library/Homebrew/cmd/developer.rb
+++ b/Library/Homebrew/cmd/developer.rb
@@ -40,7 +40,7 @@ def developer
     case args.named.first
     when nil, "state"
       if env_vars.any?
-        puts "Developer mode is enabled because #{env_vars.to_sentence} #{"is".pluralize(env_vars.count)} set."
+        puts "Developer mode is enabled because #{env_vars.to_sentence} #{(env_vars.count == 1) ? "is" : "are"} set."
       elsif Homebrew::Settings.read("devcmdrun") == "true"
         puts "Developer mode is enabled."
       else
diff --git a/Library/Homebrew/cmd/fetch.rb b/Library/Homebrew/cmd/fetch.rb
index 5bbe534ee7b2c..d348b69bf2135 100644
--- a/Library/Homebrew/cmd/fetch.rb
+++ b/Library/Homebrew/cmd/fetch.rb
@@ -166,7 +166,7 @@ def retry_fetch?(f, args:)
     if args.retry? && (@fetch_tries[f] < FETCH_MAX_TRIES)
       wait = 2 ** @fetch_tries[f]
       remaining = FETCH_MAX_TRIES - @fetch_tries[f]
-      what = "try".pluralize(remaining)
+      what = Utils.pluralize("tr", remaining, plural: "ies", singular: "y")
 
       ohai "Retrying download in #{wait}s... (#{remaining} #{what} left)"
       sleep wait
diff --git a/Library/Homebrew/cmd/info.rb b/Library/Homebrew/cmd/info.rb
index 22326122d3ca3..52cc4267175bf 100644
--- a/Library/Homebrew/cmd/info.rb
+++ b/Library/Homebrew/cmd/info.rb
@@ -124,7 +124,7 @@ def print_statistics
     return unless HOMEBREW_CELLAR.exist?
 
     count = Formula.racks.length
-    puts "#{count} #{"keg".pluralize(count)}, #{HOMEBREW_CELLAR.dup.abv}"
+    puts "#{count} #{Utils.pluralize("keg", count)}, #{HOMEBREW_CELLAR.dup.abv}"
   end
 
   sig { params(args: CLI::Args).void }
diff --git a/Library/Homebrew/cmd/tap-info.rb b/Library/Homebrew/cmd/tap-info.rb
index f72c611abd8de..4a471a8e0193d 100644
--- a/Library/Homebrew/cmd/tap-info.rb
+++ b/Library/Homebrew/cmd/tap-info.rb
@@ -57,10 +57,10 @@ def print_tap_info(taps)
         command_count += tap.command_files.size
         private_count += 1 if tap.private?
       end
-      info = "#{tap_count} #{"tap".pluralize(tap_count)}"
+      info = "#{tap_count} #{Utils.pluralize("tap", tap_count)}"
       info += ", #{private_count} private"
-      info += ", #{formula_count} #{"formula".pluralize(formula_count)}"
-      info += ", #{command_count} #{"command".pluralize(command_count)}"
+      info += ", #{formula_count} #{Utils.pluralize("formula", formula_count, plural: "e")}"
+      info += ", #{command_count} #{Utils.pluralize("command", command_count)}"
       info += ", #{Tap::TAP_DIRECTORY.dup.abv}" if Tap::TAP_DIRECTORY.directory?
       puts info
     else
diff --git a/Library/Homebrew/cmd/update-report.rb b/Library/Homebrew/cmd/update-report.rb
index 69b2efeb5db5a..4d548e3d5e1f9 100644
--- a/Library/Homebrew/cmd/update-report.rb
+++ b/Library/Homebrew/cmd/update-report.rb
@@ -199,7 +199,8 @@ def output_update_report
 
     unless updated_taps.empty?
       auto_update_header args: args
-      puts "Updated #{updated_taps.count} #{"tap".pluralize(updated_taps.count)} (#{updated_taps.to_sentence})."
+      noun = Utils.pluralize("tap", updated_taps.count)
+      puts "Updated #{updated_taps.count} #{noun} (#{updated_taps.to_sentence})."
       updated = true
     end
 
@@ -584,11 +585,12 @@ def dump(updated_formula_report: true)
       output_dump_formula_or_cask_report "Outdated Casks", outdated_casks
     elsif report_all
       if (changed_formulae = select_formula_or_cask(:M).count) && changed_formulae.positive?
-        ohai "Modified Formulae", "Modified #{changed_formulae} #{"formula".pluralize(changed_formulae)}."
+        noun = Utils.pluralize("formula", changed_formulae, plural: "e")
+        ohai "Modified Formulae", "Modified #{changed_formulae} #{noun}."
       end
 
       if (changed_casks = select_formula_or_cask(:MC).count) && changed_casks.positive?
-        ohai "Modified Casks", "Modified #{changed_casks} #{"cask".pluralize(changed_casks)}."
+        ohai "Modified Casks", "Modified #{changed_casks} #{Utils.pluralize("cask", changed_casks)}."
       end
     else
       outdated_formulae = Formula.installed.select(&:outdated?).map(&:name)
@@ -609,12 +611,13 @@ def dump(updated_formula_report: true)
     msg = ""
 
     if outdated_formulae.positive?
-      msg += "#{Tty.bold}#{outdated_formulae}#{Tty.reset} outdated #{"formula".pluralize(outdated_formulae)}"
+      noun = Utils.pluralize("formula", outdated_formulae, plural: "e")
+      msg += "#{Tty.bold}#{outdated_formulae}#{Tty.reset} outdated #{noun}"
     end
 
     if outdated_casks.positive?
       msg += " and " if msg.present?
-      msg += "#{Tty.bold}#{outdated_casks}#{Tty.reset} outdated #{"cask".pluralize(outdated_casks)}"
+      msg += "#{Tty.bold}#{outdated_casks}#{Tty.reset} outdated #{Utils.pluralize("cask", outdated_casks)}"
     end
 
     return if msg.blank?
diff --git a/Library/Homebrew/cmd/upgrade.rb b/Library/Homebrew/cmd/upgrade.rb
index f7012e316543f..94323b369fdca 100644
--- a/Library/Homebrew/cmd/upgrade.rb
+++ b/Library/Homebrew/cmd/upgrade.rb
@@ -172,7 +172,7 @@ def upgrade_outdated_formulae(formulae, args:)
     end
 
     if !pinned.empty? && !args.ignore_pinned?
-      ofail "Not upgrading #{pinned.count} pinned #{"package".pluralize(pinned.count)}:"
+      ofail "Not upgrading #{pinned.count} pinned #{Utils.pluralize("package", pinned.count)}:"
       puts pinned.map { |f| "#{f.full_specified_name} #{f.pkg_version}" } * ", "
     end
 
@@ -180,7 +180,7 @@ def upgrade_outdated_formulae(formulae, args:)
       oh1 "No packages to upgrade"
     else
       verb = args.dry_run? ? "Would upgrade" : "Upgrading"
-      oh1 "#{verb} #{formulae_to_install.count} outdated #{"package".pluralize(formulae_to_install.count)}:"
+      oh1 "#{verb} #{formulae_to_install.count} outdated #{Utils.pluralize("package", formulae_to_install.count)}:"
       formulae_upgrades = formulae_to_install.map do |f|
         if f.optlinked?
           "#{f.full_specified_name} #{Keg.new(f.opt_prefix).version} -> #{f.pkg_version}"
diff --git a/Library/Homebrew/dev-cmd/audit.rb b/Library/Homebrew/dev-cmd/audit.rb
index ff0ebb3de8903..c5dac1cb53857 100644
--- a/Library/Homebrew/dev-cmd/audit.rb
+++ b/Library/Homebrew/dev-cmd/audit.rb
@@ -277,19 +277,22 @@ def audit
     if total_problems_count.positive?
       puts new_formula_problem_lines.map { |s| "  #{s}" }
 
-      errors_summary = "#{total_problems_count} #{"problem".pluralize(total_problems_count)}"
+      errors_summary = "#{total_problems_count} #{Utils.pluralize("problem", total_problems_count)}"
 
       error_sources = []
-      error_sources << "#{formula_count} #{"formula".pluralize(formula_count)}" if formula_count.positive?
-      error_sources << "#{cask_count} #{"cask".pluralize(cask_count)}" if cask_count.positive?
-      error_sources << "#{tap_count} #{"tap".pluralize(tap_count)}" if tap_count.positive?
+      if formula_count.positive?
+        error_sources << "#{formula_count} #{Utils.pluralize("formula", formula_count, plural: "e")}"
+      end
+      error_sources << "#{cask_count} #{Utils.pluralize("cask", cask_count)}" if cask_count.positive?
+      error_sources << "#{tap_count} #{Utils.pluralize("tap", tap_count)}" if tap_count.positive?
 
       errors_summary += " in #{error_sources.to_sentence}" if error_sources.any?
 
       errors_summary += " detected"
 
       if corrected_problem_count.positive?
-        errors_summary += ", #{corrected_problem_count} #{"problem".pluralize(corrected_problem_count)} corrected"
+        noun = Utils.pluralize("problem", corrected_problem_count)
+        errors_summary += ", #{corrected_problem_count} #{noun} corrected"
       end
 
       ofail errors_summary
diff --git a/Library/Homebrew/dev-cmd/pr-automerge.rb b/Library/Homebrew/dev-cmd/pr-automerge.rb
index 4014b9a656dd2..e2e302b6c965e 100644
--- a/Library/Homebrew/dev-cmd/pr-automerge.rb
+++ b/Library/Homebrew/dev-cmd/pr-automerge.rb
@@ -61,7 +61,7 @@ def pr_automerge
       return
     end
 
-    ohai "#{prs.count} matching pull #{"request".pluralize(prs.count)}:"
+    ohai "#{prs.count} matching pull #{Utils.pluralize("request", prs.count)}:"
     pr_urls = []
     prs.each do |pr|
       puts "#{tap.full_name unless tap.core_tap?}##{pr["number"]}: #{pr["title"]}"
diff --git a/Library/Homebrew/diagnostic.rb b/Library/Homebrew/diagnostic.rb
index 6b57247b20acb..3d1c512a22592 100644
--- a/Library/Homebrew/diagnostic.rb
+++ b/Library/Homebrew/diagnostic.rb
@@ -906,11 +906,11 @@ def check_cask_taps
               0
             end
 
-            "#{tap.path} (#{cask_count} #{"cask".pluralize(cask_count)})"
+            "#{tap.path} (#{cask_count} #{Utils.pluralize("cask", cask_count)})"
           end
         end)
 
-        taps = "tap".pluralize error_tap_paths.count
+        taps = Utils.pluralize("tap", error_tap_paths.count)
         "Unable to read from cask #{taps}: #{error_tap_paths.to_sentence}" if error_tap_paths.present?
       end
 
diff --git a/Library/Homebrew/exceptions.rb b/Library/Homebrew/exceptions.rb
index cda88f88c92ad..c0b525e1cb607 100644
--- a/Library/Homebrew/exceptions.rb
+++ b/Library/Homebrew/exceptions.rb
@@ -568,7 +568,7 @@ def dump(verbose: false)
 class UnbottledError < RuntimeError
   def initialize(formulae)
     msg = +<<~EOS
-      The following #{"formula".pluralize(formulae.count)} cannot be installed from #{"bottle".pluralize(formulae.count)} and must be
+      The following #{Utils.pluralize("formula", formulae.count, plural: "e")} cannot be installed from #{Utils.pluralize("bottle", formulae.count)} and must be
       built from source.
         #{formulae.to_sentence}
     EOS
diff --git a/Library/Homebrew/formulary.rb b/Library/Homebrew/formulary.rb
index 6d1b16708e892..aa179fbcfa80b 100644
--- a/Library/Homebrew/formulary.rb
+++ b/Library/Homebrew/formulary.rb
@@ -52,10 +52,10 @@ def self.clear_cache
       next if type == :formulary_factory
 
       cached_objects.each_value do |klass|
-        namespace = klass.name.deconstantize
-        next if namespace.deconstantize != name
+        namespace = Utils.deconstantize(klass.name)
+        next if Utils.deconstantize(namespace) != name
 
-        remove_const(namespace.demodulize)
+        remove_const(Utils.demodulize(namespace))
       end
     end
 
diff --git a/Library/Homebrew/install.rb b/Library/Homebrew/install.rb
index 86e0f7c5b627d..aedd5723933dd 100644
--- a/Library/Homebrew/install.rb
+++ b/Library/Homebrew/install.rb
@@ -324,7 +324,7 @@ def install_formulae(
 
       if dry_run
         if (formulae_name_to_install = formulae_to_install.map(&:name))
-          plural = "formula".pluralize(formulae_name_to_install.count)
+          plural = Utils.pluralize("formula", formulae_name_to_install.count, plural: "e")
           ohai "Would install #{formulae_name_to_install.count} #{plural}:"
           puts formulae_name_to_install.join(" ")
 
@@ -354,7 +354,7 @@ def install_formula(formula_installer)
     def print_dry_run_dependencies(formula, dependencies, &block)
       return if dependencies.empty?
 
-      plural = "dependency".pluralize(dependencies.count)
+      plural = Utils.pluralize("dependenc", dependencies.count, plural: "ies", singular: "y")
       ohai "Would install #{dependencies.count} #{plural} for #{formula.name}:"
       formula_names = dependencies.map(&:first).map(&:to_formula).map(&block)
       puts formula_names.join(" ")
diff --git a/Library/Homebrew/livecheck/livecheck.rb b/Library/Homebrew/livecheck/livecheck.rb
index 9e2920a77c23e..07c436f3a5f7f 100644
--- a/Library/Homebrew/livecheck/livecheck.rb
+++ b/Library/Homebrew/livecheck/livecheck.rb
@@ -61,7 +61,7 @@ def livecheck_strategy_names
         constant = Strategy.const_get(const_symbol)
         next unless constant.is_a?(Class)
 
-        @livecheck_strategy_names[constant] = T.must(constant.name).demodulize
+        @livecheck_strategy_names[constant] = Utils.demodulize(T.must(constant.name))
       end
       @livecheck_strategy_names.freeze
     end
diff --git a/Library/Homebrew/livecheck/strategy/electron_builder.rb b/Library/Homebrew/livecheck/strategy/electron_builder.rb
index 8bb862e1d4259..4be6c35f3e898 100644
--- a/Library/Homebrew/livecheck/strategy/electron_builder.rb
+++ b/Library/Homebrew/livecheck/strategy/electron_builder.rb
@@ -73,7 +73,8 @@ def self.versions_from_content(content, regex = nil, &block)
         }
         def self.find_versions(url:, regex: nil, **_unused, &block)
           if regex.present? && block.blank?
-            raise ArgumentError, "#{T.must(name).demodulize} only supports a regex when using a `strategy` block"
+            raise ArgumentError,
+                  "#{Utils.demodulize(T.must(name))} only supports a regex when using a `strategy` block"
           end
 
           match_data = { matches: {}, regex: regex, url: url }
diff --git a/Library/Homebrew/livecheck/strategy/extract_plist.rb b/Library/Homebrew/livecheck/strategy/extract_plist.rb
index 2486a545bc82a..842e966571561 100644
--- a/Library/Homebrew/livecheck/strategy/extract_plist.rb
+++ b/Library/Homebrew/livecheck/strategy/extract_plist.rb
@@ -97,9 +97,12 @@ def self.versions_from_items(items, regex = nil, &block)
         }
         def self.find_versions(cask:, url: nil, regex: nil, **_unused, &block)
           if regex.present? && block.blank?
-            raise ArgumentError, "#{T.must(name).demodulize} only supports a regex when using a `strategy` block"
+            raise ArgumentError,
+                  "#{Utils.demodulize(T.must(name))} only supports a regex when using a `strategy` block"
+          end
+          unless T.unsafe(cask)
+            raise ArgumentError, "The #{Utils.demodulize(T.must(name))} strategy only supports casks."
           end
-          raise ArgumentError, "The #{T.must(name).demodulize} strategy only supports casks." unless T.unsafe(cask)
 
           match_data = { matches: {}, regex: regex, url: url }
 
diff --git a/Library/Homebrew/livecheck/strategy/git.rb b/Library/Homebrew/livecheck/strategy/git.rb
index 8b0d6c2d5ab14..1843b3ab9fa8d 100644
--- a/Library/Homebrew/livecheck/strategy/git.rb
+++ b/Library/Homebrew/livecheck/strategy/git.rb
@@ -103,7 +103,8 @@ def self.versions_from_tags(tags, regex = nil, &block)
           tags.map do |tag|
             if regex
               # Use the first capture group (the version)
-              tag.scan(regex).first&.first
+              # This code is not typesafe unless the regex includes a capture group
+              T.unsafe(tag.scan(regex).first)&.first
             else
               # Remove non-digits from the start of the tag and use that as the
               # version text
diff --git a/Library/Homebrew/livecheck/strategy/json.rb b/Library/Homebrew/livecheck/strategy/json.rb
index a6353ddd58084..91a7fbe30fd7b 100644
--- a/Library/Homebrew/livecheck/strategy/json.rb
+++ b/Library/Homebrew/livecheck/strategy/json.rb
@@ -100,7 +100,7 @@ def self.versions_from_content(content, regex = nil, &block)
           ).returns(T::Hash[Symbol, T.untyped])
         }
         def self.find_versions(url:, regex: nil, provided_content: nil, homebrew_curl: false, **_unused, &block)
-          raise ArgumentError, "#{T.must(name).demodulize} requires a `strategy` block" if block.blank?
+          raise ArgumentError, "#{Utils.demodulize(T.must(name))} requires a `strategy` block" if block.blank?
 
           match_data = { matches: {}, regex: regex, url: url }
           return match_data if url.blank? || block.blank?
diff --git a/Library/Homebrew/livecheck/strategy/page_match.rb b/Library/Homebrew/livecheck/strategy/page_match.rb
index 9b16c8b8c081d..a024bdb55200d 100644
--- a/Library/Homebrew/livecheck/strategy/page_match.rb
+++ b/Library/Homebrew/livecheck/strategy/page_match.rb
@@ -93,7 +93,7 @@ def self.versions_from_content(content, regex, &block)
         }
         def self.find_versions(url:, regex: nil, provided_content: nil, homebrew_curl: false, **_unused, &block)
           if regex.blank? && block.blank?
-            raise ArgumentError, "#{T.must(name).demodulize} requires a regex or `strategy` block"
+            raise ArgumentError, "#{Utils.demodulize(T.must(name))} requires a regex or `strategy` block"
           end
 
           match_data = { matches: {}, regex: regex, url: url }
diff --git a/Library/Homebrew/livecheck/strategy/sparkle.rb b/Library/Homebrew/livecheck/strategy/sparkle.rb
index 7cf8cd9acf456..5fbb74842b2f4 100644
--- a/Library/Homebrew/livecheck/strategy/sparkle.rb
+++ b/Library/Homebrew/livecheck/strategy/sparkle.rb
@@ -203,7 +203,8 @@ def self.versions_from_content(content, regex = nil, &block)
         }
         def self.find_versions(url:, regex: nil, **_unused, &block)
           if regex.present? && block.blank?
-            raise ArgumentError, "#{T.must(name).demodulize} only supports a regex when using a `strategy` block"
+            raise ArgumentError,
+                  "#{Utils.demodulize(T.must(name))} only supports a regex when using a `strategy` block"
           end
 
           match_data = { matches: {}, regex: regex, url: url }
diff --git a/Library/Homebrew/sorbet/rbi/gems/activesupport@6.1.7.2.rbi b/Library/Homebrew/sorbet/rbi/gems/activesupport@6.1.7.2.rbi
index 3515dbbea3785..8840430c242d5 100644
--- a/Library/Homebrew/sorbet/rbi/gems/activesupport@6.1.7.2.rbi
+++ b/Library/Homebrew/sorbet/rbi/gems/activesupport@6.1.7.2.rbi
@@ -3415,56 +3415,6 @@ class Regexp::Token < ::Struct
   end
 end
 
-class String
-  include ::Comparable
-  include ::JSON::Ext::Generator::GeneratorMethods::String
-  include ::MessagePack::CoreExt
-  extend ::JSON::Ext::Generator::GeneratorMethods::String::Extend
-
-  def acts_like_string?; end
-  def as_json(options = T.unsafe(nil)); end
-  def at(position); end
-  def blank?; end
-  def camelcase(first_letter = T.unsafe(nil)); end
-  def camelize(first_letter = T.unsafe(nil)); end
-  def classify; end
-  def constantize; end
-  def dasherize; end
-  def deconstantize; end
-  def demodulize; end
-  def first(limit = T.unsafe(nil)); end
-  def foreign_key(separate_class_name_and_id_with_underscore = T.unsafe(nil)); end
-  def from(position); end
-  def html_safe; end
-  def humanize(capitalize: T.unsafe(nil), keep_id_suffix: T.unsafe(nil)); end
-  def is_utf8?; end
-  def last(limit = T.unsafe(nil)); end
-  def mb_chars; end
-  def parameterize(separator: T.unsafe(nil), preserve_case: T.unsafe(nil), locale: T.unsafe(nil)); end
-  def pluralize(count = T.unsafe(nil), locale = T.unsafe(nil)); end
-  def remove(*patterns); end
-  def remove!(*patterns); end
-  def safe_constantize; end
-  def singularize(locale = T.unsafe(nil)); end
-  def squish; end
-  def squish!; end
-  def tableize; end
-  def titlecase(keep_id_suffix: T.unsafe(nil)); end
-  def titleize(keep_id_suffix: T.unsafe(nil)); end
-  def to(position); end
-  def to_date; end
-  def to_datetime; end
-  def to_time(form = T.unsafe(nil)); end
-  def truncate(truncate_at, options = T.unsafe(nil)); end
-  def truncate_bytes(truncate_at, omission: T.unsafe(nil)); end
-  def truncate_words(words_count, options = T.unsafe(nil)); end
-  def underscore; end
-  def upcase_first; end
-end
-
-String::BLANK_RE = T.let(T.unsafe(nil), Regexp)
-String::ENCODED_BLANKS = T.let(T.unsafe(nil), Concurrent::Map)
-
 class Struct
   include ::Enumerable
 
diff --git a/Library/Homebrew/tap.rb b/Library/Homebrew/tap.rb
index f165ffcc4aed0..457fe6772613f 100644
--- a/Library/Homebrew/tap.rb
+++ b/Library/Homebrew/tap.rb
@@ -475,15 +475,15 @@ def contents
     contents = []
 
     if (command_count = command_files.count).positive?
-      contents << "#{command_count} #{"command".pluralize(command_count)}"
+      contents << "#{command_count} #{Utils.pluralize("command", command_count)}"
     end
 
     if (cask_count = cask_files.count).positive?
-      contents << "#{cask_count} #{"cask".pluralize(cask_count)}"
+      contents << "#{cask_count} #{Utils.pluralize("cask", cask_count)}"
     end
 
     if (formula_count = formula_files.count).positive?
-      contents << "#{formula_count} #{"formula".pluralize(formula_count)}"
+      contents << "#{formula_count} #{Utils.pluralize("formula", formula_count, plural: "e")}"
     end
 
     contents
diff --git a/Library/Homebrew/test/utils_spec.rb b/Library/Homebrew/test/utils_spec.rb
new file mode 100644
index 0000000000000..c75d21bed85e3
--- /dev/null
+++ b/Library/Homebrew/test/utils_spec.rb
@@ -0,0 +1,61 @@
+# typed: false
+# frozen_string_literal: true
+
+require "utils"
+
+describe Utils do
+  describe ".deconstantize" do
+    it "removes the rightmost segment from the constant expression in the string" do
+      expect(described_class.deconstantize("Net::HTTP")).to eq("Net")
+      expect(described_class.deconstantize("::Net::HTTP")).to eq("::Net")
+      expect(described_class.deconstantize("String")).to eq("")
+      expect(described_class.deconstantize("::String")).to eq("")
+    end
+
+    it "returns an empty string if the namespace is empty" do
+      expect(described_class.deconstantize("")).to eq("")
+      expect(described_class.deconstantize("::")).to eq("")
+    end
+  end
+
+  describe ".demodulize" do
+    it "removes the module part from the expression in the string" do
+      expect(described_class.demodulize("Foo::Bar")).to eq("Bar")
+    end
+
+    it "returns the string if it does not contain a module expression" do
+      expect(described_class.demodulize("FooBar")).to eq("FooBar")
+    end
+
+    it "returns an empty string if the namespace is empty" do
+      expect(described_class.demodulize("")).to eq("")
+      expect(described_class.demodulize("::")).to eq("")
+    end
+  end
+
+  describe ".pluralize" do
+    it "combines the stem with the default suffix based on the count" do
+      expect(described_class.pluralize("foo", 0)).to eq("foos")
+      expect(described_class.pluralize("foo", 1)).to eq("foo")
+      expect(described_class.pluralize("foo", 2)).to eq("foos")
+    end
+
+    it "combines the stem with the singular suffix based on the count" do
+      expect(described_class.pluralize("foo", 0, singular: "o")).to eq("foos")
+      expect(described_class.pluralize("foo", 1, singular: "o")).to eq("fooo")
+      expect(described_class.pluralize("foo", 2, singular: "o")).to eq("foos")
+    end
+
+    it "combines the stem with the plural suffix based on the count" do
+      expect(described_class.pluralize("foo", 0, plural: "es")).to eq("fooes")
+      expect(described_class.pluralize("foo", 1, plural: "es")).to eq("foo")
+      expect(described_class.pluralize("foo", 2, plural: "es")).to eq("fooes")
+    end
+
+    it "combines the stem with the singular and plural suffix based on the count" do
+      expect(described_class.pluralize("foo", 0, singular: "o", plural: "es")).to eq("fooes")
+      expect(described_class.pluralize("foo", 1, singular: "o", plural: "es")).to eq("fooo")
+      expect(described_class.pluralize("foo", 2, singular: "o", plural: "es")).to eq("fooes")
+    end
+  end
+end
diff --git a/Library/Homebrew/uninstall.rb b/Library/Homebrew/uninstall.rb
index 1d9a1585e4d17..a6f366f448797 100644
--- a/Library/Homebrew/uninstall.rb
+++ b/Library/Homebrew/uninstall.rb
@@ -52,7 +52,7 @@ def uninstall_kegs(kegs_by_rack, casks: [], force: false, ignore_dependencies: f
               if rack.directory?
                 versions = rack.subdirs.map(&:basename)
                 puts <<~EOS
-                  #{keg.name} #{versions.to_sentence} #{"is".pluralize(versions.count)} still installed.
+                  #{keg.name} #{versions.to_sentence} #{(versions.count == 1) ? "is" : "are"} still installed.
                   To remove all versions, run:
                     brew uninstall --force #{keg.name}
                 EOS
@@ -136,8 +136,8 @@ def sample_command
       end
 
       def are_required_by_deps
-        "#{"is".pluralize(reqs.count)} required by #{deps.to_sentence}, " \
-          "which #{"is".pluralize(deps.count)} currently installed"
+        "#{(reqs.count == 1) ? "is" : "are"} required by #{deps.to_sentence}, " \
+          "which #{(deps.count == 1) ? "is" : "are"} currently installed"
       end
     end
 
@@ -157,7 +157,7 @@ class NondeveloperDependentsMessage < DependentsMessage
       def output
         ofail <<~EOS
           Refusing to uninstall #{reqs.to_sentence}
-          because #{"it".pluralize(reqs.count)} #{are_required_by_deps}.
+          because #{(reqs.count == 1) ? "it" : "they"} #{are_required_by_deps}.
           You can override this and force removal with:
             #{sample_command}
         EOS
diff --git a/Library/Homebrew/upgrade.rb b/Library/Homebrew/upgrade.rb
index 6acb840881a19..98757792752a6 100644
--- a/Library/Homebrew/upgrade.rb
+++ b/Library/Homebrew/upgrade.rb
@@ -299,7 +299,7 @@ def check_installed_dependents(
                            .sort { |a, b| depends_on(a, b) }
 
       if pinned_dependents.present?
-        plural = "dependent".pluralize(pinned_dependents.count)
+        plural = Utils.pluralize("dependent", pinned_dependents.count)
         ohai "Not upgrading #{pinned_dependents.count} pinned #{plural}:"
         puts(pinned_dependents.map do |f|
           "#{f.full_specified_name} #{f.pkg_version}"
@@ -310,8 +310,8 @@ def check_installed_dependents(
       if upgradeable_dependents.blank?
         ohai "No outdated dependents to upgrade!" unless dry_run
       else
-        dependent_plural = "dependent".pluralize(upgradeable_dependents.count)
-        formula_plural = "formula".pluralize(installed_formulae.count)
+        dependent_plural = Utils.pluralize("dependent", upgradeable_dependents.count)
+        formula_plural = Utils.pluralize("formula", installed_formulae.count, plural: "e")
         upgrade_verb = dry_run ? "Would upgrade" : "Upgrading"
         ohai "#{upgrade_verb} #{upgradeable_dependents.count} #{dependent_plural} of upgraded #{formula_plural}:"
         Upgrade.puts_no_installed_dependents_check_disable_message_if_not_already!
@@ -375,7 +375,7 @@ def check_installed_dependents(
       # Print the pinned dependents.
       if outdated_pinned_broken_dependents.present?
         count = outdated_pinned_broken_dependents.count
-        plural = "dependent".pluralize(outdated_pinned_broken_dependents.count)
+        plural = Utils.pluralize("dependent", outdated_pinned_broken_dependents.count)
         onoe "Not reinstalling #{count} broken and outdated, but pinned #{plural}:"
         $stderr.puts(outdated_pinned_broken_dependents.map do |f|
           "#{f.full_specified_name} #{f.pkg_version}"
@@ -387,7 +387,7 @@ def check_installed_dependents(
         ohai "No broken dependents to reinstall!"
       else
         count = reinstallable_broken_dependents.count
-        plural = "dependent".pluralize(reinstallable_broken_dependents.count)
+        plural = Utils.pluralize("dependent", reinstallable_broken_dependents.count)
         ohai "Reinstalling #{count} #{plural} with broken linkage from source:"
         Upgrade.puts_no_installed_dependents_check_disable_message_if_not_already!
         puts reinstallable_broken_dependents.map(&:full_specified_name)
diff --git a/Library/Homebrew/utils.rb b/Library/Homebrew/utils.rb
index d3edd13e4bf2a..df758bafeb346 100644
--- a/Library/Homebrew/utils.rb
+++ b/Library/Homebrew/utils.rb
@@ -85,3 +85,50 @@ def inject_dump_stats!(the_module, pattern)
   end
   # rubocop:enable Style/GlobalVars
 end
+
+module Utils
+  extend T::Sig
+
+  # Removes the rightmost segment from the constant expression in the string.
+  #
+  #   deconstantize('Net::HTTP')   # => "Net"
+  #   deconstantize('::Net::HTTP') # => "::Net"
+  #   deconstantize('String')      # => ""
+  #   deconstantize('::String')    # => ""
+  #   deconstantize('')            # => ""
+  #
+  # See also #demodulize.
+  # @see https://github.com/rails/rails/blob/b0dd7c7/activesupport/lib/active_support/inflector/methods.rb#L247-L258
+  #   `ActiveSupport::Inflector.deconstantize`
+  sig { params(path: String).returns(String) }
+  def self.deconstantize(path)
+    T.must(path[0, path.rindex("::") || 0]) # implementation based on the one in facets' Module#spacename
+  end
+
+  # Removes the module part from the expression in the string.
+  #
+  #   demodulize('ActiveSupport::Inflector::Inflections') # => "Inflections"
+  #   demodulize('Inflections')                           # => "Inflections"
+  #   demodulize('::Inflections')                         # => "Inflections"
+  #   demodulize('')                                      # => ""
+  #
+  # See also #deconstantize.
+  # @see https://github.com/rails/rails/blob/b0dd7c7/activesupport/lib/active_support/inflector/methods.rb#L230-L245
+  #   `ActiveSupport::Inflector.demodulize`
+  sig { params(path: String).returns(String) }
+  def self.demodulize(path)
+    if (i = path.rindex("::"))
+      T.must(path[(i + 2)..])
+    else
+      path
+    end
+  end
+
+  # A lightweight alternative to `ActiveSupport::Inflector.pluralize`:
+  # Combines `stem` with the `singular` or `plural` suffix based on `count`.
+  sig { params(stem: String, count: Integer, plural: String, singular: String).returns(String) }
+  def self.pluralize(stem, count, plural: "s", singular: "")
+    suffix = (count == 1) ? singular : plural
+    "#{stem}#{suffix}"
+  end
+end
diff --git a/Library/Homebrew/utils/repology.rb b/Library/Homebrew/utils/repology.rb
index 0782cd1d49ad3..14396de368cbe 100644
--- a/Library/Homebrew/utils/repology.rb
+++ b/Library/Homebrew/utils/repology.rb
@@ -53,14 +53,14 @@ def single_package_query(name, repository:)
   def parse_api_response(limit = nil, last_package = "", repository:)
     package_term = case repository
     when HOMEBREW_CORE
-      "formula"
+      "formulae"
     when HOMEBREW_CASK
-      "cask"
+      "casks"
     else
-      "package"
+      "packages"
     end
 
-    ohai "Querying outdated #{package_term.pluralize} from Repology"
+    ohai "Querying outdated #{package_term} from Repology"
 
     page_no = 1
     outdated_packages = {}
@@ -76,7 +76,8 @@ def parse_api_response(limit = nil, last_package = "", repository:)
       break if (limit && outdated_packages.size >= limit) || response.size <= 1
     end
 
-    puts "#{outdated_packages.size} outdated #{package_term.pluralize(outdated_packages.size)} found"
+    package_term = package_term.chop if outdated_packages.size == 1
+    puts "#{outdated_packages.size} outdated #{package_term} found"
     puts
 
     outdated_packages.sort.to_h
diff --git a/Library/Homebrew/utils/spdx.rb b/Library/Homebrew/utils/spdx.rb
index 873cc8310e86d..8d793e6b01ff6 100644
--- a/Library/Homebrew/utils/spdx.rb
+++ b/Library/Homebrew/utils/spdx.rb
@@ -95,7 +95,7 @@ def license_expression_to_string(license_expression, bracket: false, hash_type:
     when String
       license_expression
     when Symbol
-      license_expression.to_s.tr("_", " ").titleize
+      license_expression.to_s.tr("_", " ").gsub(/\b(?<!\w['’`()])[a-z]/, &:capitalize)
     when Hash
       expressions = []