diff --git a/.gitignore b/.gitignore
index 8eb0cb3d45..7f978ca750 100644
--- a/.gitignore
+++ b/.gitignore
@@ -111,12 +111,10 @@
 **/vendor/bundle/ruby/*/gems/rspec-core-*/
 **/vendor/bundle/ruby/*/gems/rspec-expectations-*/
 **/vendor/bundle/ruby/*/gems/rspec_junit_formatter-*/
-**/vendor/bundle/ruby/*/gems/rspec-its-*/
 **/vendor/bundle/ruby/*/gems/rspec-mocks-*/
 **/vendor/bundle/ruby/*/gems/rspec-retry-*/
 **/vendor/bundle/ruby/*/gems/rspec-support-*/
 **/vendor/bundle/ruby/*/gems/rspec-sorbet-*/
-**/vendor/bundle/ruby/*/gems/rspec-wait-*/
 **/vendor/bundle/ruby/*/gems/rubocop-*/
 **/vendor/bundle/ruby/*/gems/ruby-prof-*/
 **/vendor/bundle/ruby/*/gems/ruby-progressbar-*/
diff --git a/Library/Homebrew/Gemfile b/Library/Homebrew/Gemfile
index fb1e87df96..86fc80f2dd 100644
--- a/Library/Homebrew/Gemfile
+++ b/Library/Homebrew/Gemfile
@@ -52,7 +52,6 @@ group :tests, optional: true do
   gem "parallel_tests", require: false
   gem "rspec", require: false
   gem "rspec-github", require: false
-  gem "rspec-its", require: false
   gem "rspec_junit_formatter", require: false
   gem "rspec-retry", require: false
   gem "rspec-sorbet", require: false
diff --git a/Library/Homebrew/Gemfile.lock b/Library/Homebrew/Gemfile.lock
index 776e8726c7..b4c169ca3d 100644
--- a/Library/Homebrew/Gemfile.lock
+++ b/Library/Homebrew/Gemfile.lock
@@ -68,9 +68,6 @@ GEM
       rspec-support (~> 3.13.0)
     rspec-github (2.4.0)
       rspec-core (~> 3.0)
-    rspec-its (1.3.0)
-      rspec-core (>= 3.0.0)
-      rspec-expectations (>= 3.0.0)
     rspec-mocks (3.13.0)
       diff-lcs (>= 1.2.0, < 2.0)
       rspec-support (~> 3.13.0)
@@ -183,7 +180,6 @@ DEPENDENCIES
   rexml
   rspec
   rspec-github
-  rspec-its
   rspec-retry
   rspec-sorbet
   rspec_junit_formatter
diff --git a/Library/Homebrew/sorbet/rbi/gems/rspec-core@3.13.0.rbi b/Library/Homebrew/sorbet/rbi/gems/rspec-core@3.13.0.rbi
index ed8790d74a..3202cad28a 100644
--- a/Library/Homebrew/sorbet/rbi/gems/rspec-core@3.13.0.rbi
+++ b/Library/Homebrew/sorbet/rbi/gems/rspec-core@3.13.0.rbi
@@ -6510,6 +6510,9 @@ module RSpec::Core::HashImitatable
   # source://rspec-core//lib/rspec/core/metadata.rb#367
   def reverse_each(*args, &block); end
 
+  # source://rspec-core//lib/rspec/core/metadata.rb#367
+  def save_plist(*args, &block); end
+
   # source://rspec-core//lib/rspec/core/metadata.rb#367
   def select(*args, &block); end
 
@@ -6567,6 +6570,9 @@ module RSpec::Core::HashImitatable
   # source://rspec-core//lib/rspec/core/metadata.rb#367
   def to_msgpack(*args, &block); end
 
+  # source://rspec-core//lib/rspec/core/metadata.rb#367
+  def to_plist(*args, &block); end
+
   # source://rspec-core//lib/rspec/core/metadata.rb#367
   def to_proc(*args, &block); end
 
diff --git a/Library/Homebrew/sorbet/rbi/gems/rspec-its@1.3.0.rbi b/Library/Homebrew/sorbet/rbi/gems/rspec-its@1.3.0.rbi
deleted file mode 100644
index 71a72a8f88..0000000000
--- a/Library/Homebrew/sorbet/rbi/gems/rspec-its@1.3.0.rbi
+++ /dev/null
@@ -1,197 +0,0 @@
-# typed: true
-
-# DO NOT EDIT MANUALLY
-# This is an autogenerated file for types exported from the `rspec-its` gem.
-# Please instead update this file by running `bin/tapioca gem rspec-its`.
-
-# source://rspec-its//lib/rspec/its/version.rb#1
-module RSpec
-  class << self
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#70
-    def clear_examples; end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#85
-    def configuration; end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#49
-    def configuration=(_arg0); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#97
-    def configure; end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#194
-    def const_missing(name); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/dsl.rb#42
-    def context(*args, &example_group_block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#122
-    def current_example; end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#128
-    def current_example=(example); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#154
-    def current_scope; end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#134
-    def current_scope=(scope); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/dsl.rb#42
-    def describe(*args, &example_group_block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/dsl.rb#42
-    def example_group(*args, &example_group_block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/dsl.rb#42
-    def fcontext(*args, &example_group_block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/dsl.rb#42
-    def fdescribe(*args, &example_group_block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#58
-    def reset; end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/shared_example_group.rb#110
-    def shared_context(name, *args, &block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/shared_example_group.rb#110
-    def shared_examples(name, *args, &block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/shared_example_group.rb#110
-    def shared_examples_for(name, *args, &block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#160
-    def world; end
-
-    # source://rspec-core/3.13.0/lib/rspec/core.rb#49
-    def world=(_arg0); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/dsl.rb#42
-    def xcontext(*args, &example_group_block); end
-
-    # source://rspec-core/3.13.0/lib/rspec/core/dsl.rb#42
-    def xdescribe(*args, &example_group_block); end
-  end
-end
-
-module RSpec::Core::SharedContext
-  include ::RSpec::Its
-end
-
-# source://rspec-its//lib/rspec/its/version.rb#2
-module RSpec::Its
-  # Creates a nested example group named by the submitted `attribute`,
-  # and then generates an example using the submitted block.
-  #
-  # The attribute can be a `Symbol` or a `String`. Given a `String`
-  # with dots, the result is as though you concatenated that `String`
-  # onto the subject in an expression.
-  #
-  # When the subject is a `Hash`, you can refer to the Hash keys by
-  # specifying a `Symbol` or `String` in an array.
-  #
-  # With an implicit subject, `is_expected` can be used as an alternative
-  # to `should` (e.g. for one-liner use). An `are_expected` alias is also
-  # supplied.
-  #
-  # With an implicit subject, `will` can be used as an alternative
-  # to `expect { subject.attribute }.to matcher` (e.g. for one-liner use).
-  #
-  # With an implicit subject, `will_not` can be used as an alternative
-  # to `expect { subject.attribute }.to_not matcher` (e.g. for one-liner use).
-  #
-  # You can pass more than one argument on the `its` block to add
-  # some metadata to the generated example
-  #
-  # Note that this method does not modify `subject` in any way, so if you
-  # refer to `subject` in `let` or `before` blocks, you're still
-  # referring to the outer subject.
-  #
-  # @example
-  #
-  #   describe Person do
-  #   subject { Person.new }
-  #   before { subject.age = 25 }
-  #   its(:age) { should eq(25) }
-  #   end
-  # @example
-  #
-  #   describe Person do
-  #   subject do
-  #   Person.new.tap do |person|
-  #   person.phone_numbers << "555-1212"
-  #   end
-  #   end
-  #
-  #   its("phone_numbers.first") { should eq("555-1212") }
-  #   end
-  # @example
-  #
-  #   describe "a configuration Hash" do
-  #   subject do
-  #   { :max_users => 3,
-  #   'admin' => :all_permissions.
-  #   'john_doe' => {:permissions => [:read, :write]}}
-  #   end
-  #
-  #   its([:max_users]) { should eq(3) }
-  #   its(['admin']) { should eq(:all_permissions) }
-  #   its(['john_doe', :permissions]) { should eq([:read, :write]) }
-  #
-  #   # You can still access its regular methods this way:
-  #   its(:keys) { should include(:max_users) }
-  #   its(:count) { should eq(2) }
-  #   end
-  # @example
-  #
-  #   describe Array do
-  #   its(:size) { is_expected.to eq(0) }
-  #   end
-  # @example
-  #
-  #   describe Array do
-  #   its(:foo) { will raise_error(NoMethodError) }
-  #   end
-  # @example
-  #
-  #   describe Array do
-  #   its(:size) { will_not raise_error }
-  #   end
-  # @example
-  #
-  #   # This ...
-  #   describe Array do
-  #   its(:size, :focus) { should eq(0) }
-  #   end
-  #
-  #   # ... generates the same runtime structure as this:
-  #   describe Array do
-  #   describe "size" do
-  #   it "should eq(0)", :focus do
-  #   subject.size.should eq(0)
-  #   end
-  #   end
-  #   end
-  # @example
-  #
-  #   # This ...
-  #   describe Array do
-  #   its(:size) { should eq(0) }
-  #   end
-  #
-  #   # ... generates the same runtime structure as this:
-  #   describe Array do
-  #   describe "size" do
-  #   it "should eq(0)" do
-  #   subject.size.should eq(0)
-  #   end
-  #   end
-  #   end
-  #
-  # source://rspec-its//lib/rspec/its.rb#121
-  def its(attribute, *options, &block); end
-end
-
-# source://rspec-its//lib/rspec/its/version.rb#3
-RSpec::Its::VERSION = T.let(T.unsafe(nil), String)
diff --git a/Library/Homebrew/sorbet/rbi/gems/rubocop@1.62.1.rbi b/Library/Homebrew/sorbet/rbi/gems/rubocop@1.62.1.rbi
index e24281ad5e..afd00d1439 100644
--- a/Library/Homebrew/sorbet/rbi/gems/rubocop@1.62.1.rbi
+++ b/Library/Homebrew/sorbet/rbi/gems/rubocop@1.62.1.rbi
@@ -4,46 +4,6 @@
 # This is an autogenerated file for types exported from the `rubocop` gem.
 # Please instead update this file by running `bin/tapioca gem rubocop`.
 
-# This module provides methods that make it easier to test Cops.
-#
-# source://rubocop//lib/rubocop/rspec/cop_helper.rb#6
-module CopHelper
-  extend ::RSpec::Its
-  extend ::RSpec::Core::SharedContext
-
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#77
-  def _investigate(cop, processed_source); end
-
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#67
-  def autocorrect_source(source, file = T.unsafe(nil)); end
-
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#63
-  def autocorrect_source_file(source); end
-
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#43
-  def configuration; end
-
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#16
-  def inspect_source(source, file = T.unsafe(nil)); end
-
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#28
-  def parse_source(source, file = T.unsafe(nil)); end
-
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#51
-  def registry; end
-end
-
-# RuboCop can be run in contexts where unexpected other libraries are included,
-# which may interfere with its normal behavior. In order to test those
-# situations, it may be necessary to require another library for the duration
-# of one spec
-#
-# source://rubocop//lib/rubocop/rspec/host_environment_simulation_helper.rb#7
-module HostEnvironmentSimulatorHelper
-  # source://rubocop//lib/rubocop/rspec/host_environment_simulation_helper.rb#8
-  def in_its_own_process_with(*files); end
-end
-
 class Parser::Source::Comment
   include ::RuboCop::Ext::Comment
 end
@@ -4906,12 +4866,6 @@ class RuboCop::Cop::Cop < ::RuboCop::Cop::Base
   # source://rubocop//lib/rubocop/cop/cop.rb#70
   def find_location(node, loc); end
 
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#94
-  def highlights; end
-
-  # source://rubocop//lib/rubocop/rspec/cop_helper.rb#90
-  def messages; end
-
   # Returns the value of attribute offenses.
   #
   # source://rubocop//lib/rubocop/cop/cop.rb#12
@@ -55230,10 +55184,10 @@ RuboCop::Formatter::PacmanFormatter::FALLBACK_TERMINAL_WIDTH = T.let(T.unsafe(ni
 RuboCop::Formatter::PacmanFormatter::GHOST = T.let(T.unsafe(nil), String)
 
 # source://rubocop//lib/rubocop/formatter/pacman_formatter.rb#17
-RuboCop::Formatter::PacmanFormatter::PACDOT = T.let(T.unsafe(nil), Rainbow::NullPresenter)
+RuboCop::Formatter::PacmanFormatter::PACDOT = T.let(T.unsafe(nil), Rainbow::Presenter)
 
 # source://rubocop//lib/rubocop/formatter/pacman_formatter.rb#16
-RuboCop::Formatter::PacmanFormatter::PACMAN = T.let(T.unsafe(nil), Rainbow::NullPresenter)
+RuboCop::Formatter::PacmanFormatter::PACMAN = T.let(T.unsafe(nil), Rainbow::Presenter)
 
 # This formatter display dots for files with no offenses and
 # letters for files with problems in the them. In the end it
@@ -56735,58 +56689,6 @@ RuboCop::RSpec::ExpectOffense::AnnotatedSource::ABBREV = T.let(T.unsafe(nil), St
 # source://rubocop//lib/rubocop/rspec/expect_offense.rb#215
 RuboCop::RSpec::ExpectOffense::AnnotatedSource::ANNOTATION_PATTERN = T.let(T.unsafe(nil), Regexp)
 
-# RSpec formatter for use with running `rake spec` in parallel. This formatter
-# removes much of the noise from RSpec so that only the important information
-# will be surfaced by test-queue.
-# It also adds metadata to the output in order to more easily find the text
-# needed for outputting after the parallel run completes.
-#
-# source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#13
-class RuboCop::RSpec::ParallelFormatter < ::RSpec::Core::Formatters::BaseTextFormatter
-  # The BEGIN/END comments are used by `spec_runner.rake` to determine what
-  # output goes where in the final parallelized output, and should not be
-  # removed!
-  #
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#22
-  def dump_failures(notification); end
-
-  # Don't show pending tests
-  #
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#17
-  def dump_pending(*_arg0); end
-
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#33
-  def dump_summary(summary); end
-
-  private
-
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#53
-  def colorize_summary(summary); end
-
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#40
-  def colorizer; end
-
-  # The BEGIN/END comments are used by `spec_runner.rake` to determine what
-  # output goes where in the final parallelized output, and should not be
-  # removed!
-  #
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#66
-  def output_rerun_commands(summary); end
-
-  # The BEGIN/END comments are used by `spec_runner.rake` to determine what
-  # output goes where in the final parallelized output, and should not be
-  # removed!
-  #
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#47
-  def output_summary(summary); end
-
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#85
-  def pluralize(*args); end
-
-  # source://rubocop//lib/rubocop/rspec/parallel_formatter.rb#72
-  def totals(summary); end
-end
-
 # Common methods and behaviors for dealing with remote config files.
 #
 # @api private
diff --git a/Library/Homebrew/sorbet/tapioca/require.rb b/Library/Homebrew/sorbet/tapioca/require.rb
index 9662f1a998..0e26d9ac65 100644
--- a/Library/Homebrew/sorbet/tapioca/require.rb
+++ b/Library/Homebrew/sorbet/tapioca/require.rb
@@ -7,7 +7,7 @@ dependency_require_map = {
 }.freeze
 
 additional_requires_map = {
-  "rubocop" => ["rubocop/rspec/support"],
+  "rubocop-rspec" => ["rubocop/rspec/expect_offense"],
 }.freeze
 
 # Freeze lockfile
diff --git a/Library/Homebrew/test/bottle_filename_spec.rb b/Library/Homebrew/test/bottle_filename_spec.rb
index af036384ab..68b7283afc 100644
--- a/Library/Homebrew/test/bottle_filename_spec.rb
+++ b/Library/Homebrew/test/bottle_filename_spec.rb
@@ -4,7 +4,7 @@ require "formula"
 require "software_spec"
 
 RSpec.describe Bottle::Filename do
-  subject { described_class.new(name, version, tag, rebuild) }
+  subject(:filename) { described_class.new(name, version, tag, rebuild) }
 
   let(:name) { "user/repo/foo" }
   let(:version) { PkgVersion.new(Version.new("1.0"), 0) }
@@ -12,42 +12,42 @@ RSpec.describe Bottle::Filename do
   let(:rebuild) { 0 }
 
   describe "#extname" do
-    its(:extname) { is_expected.to eq ".x86_64_linux.bottle.tar.gz" }
+    it(:extname) { expect(filename.extname).to eq ".x86_64_linux.bottle.tar.gz" }
 
     context "when rebuild is 0" do
-      its(:extname) { is_expected.to eq ".x86_64_linux.bottle.tar.gz" }
+      it(:extname) { expect(filename.extname).to eq ".x86_64_linux.bottle.tar.gz" }
     end
 
     context "when rebuild is 1" do
       let(:rebuild) { 1 }
 
-      its(:extname) { is_expected.to eq ".x86_64_linux.bottle.1.tar.gz" }
+      it(:extname) { expect(filename.extname).to eq ".x86_64_linux.bottle.1.tar.gz" }
     end
   end
 
   describe "#to_s and #to_str" do
-    its(:to_s) { is_expected.to eq "foo--1.0.x86_64_linux.bottle.tar.gz" }
-    its(:to_str) { is_expected.to eq "foo--1.0.x86_64_linux.bottle.tar.gz" }
+    it(:to_s) { expect(filename.to_s).to eq "foo--1.0.x86_64_linux.bottle.tar.gz" }
+    it(:to_str) { expect(filename.to_str).to eq "foo--1.0.x86_64_linux.bottle.tar.gz" }
   end
 
   describe "#url_encode" do
-    its(:url_encode) { is_expected.to eq "foo-1.0.x86_64_linux.bottle.tar.gz" }
+    it(:url_encode) { expect(filename.url_encode).to eq "foo-1.0.x86_64_linux.bottle.tar.gz" }
   end
 
   describe "#github_packages" do
-    its(:github_packages) { is_expected.to eq "foo--1.0.x86_64_linux.bottle.tar.gz" }
+    it(:github_packages) { expect(filename.github_packages).to eq "foo--1.0.x86_64_linux.bottle.tar.gz" }
   end
 
   describe "#json" do
-    its(:json) { is_expected.to eq "foo--1.0.x86_64_linux.bottle.json" }
+    it(:json) { expect(filename.json).to eq "foo--1.0.x86_64_linux.bottle.json" }
 
     context "when rebuild is 1" do
-      its(:json) { is_expected.to eq "foo--1.0.x86_64_linux.bottle.json" }
+      it(:json) { expect(filename.json).to eq "foo--1.0.x86_64_linux.bottle.json" }
     end
   end
 
   describe "::create" do
-    subject { described_class.create(f, tag, rebuild) }
+    subject(:filename) { described_class.create(f, tag, rebuild) }
 
     let(:f) do
       formula do
@@ -56,6 +56,6 @@ RSpec.describe Bottle::Filename do
       end
     end
 
-    its(:to_s) { is_expected.to eq "formula_name--1.0.x86_64_linux.bottle.tar.gz" }
+    it(:to_s) { expect(filename.to_s).to eq "formula_name--1.0.x86_64_linux.bottle.tar.gz" }
   end
 end
diff --git a/Library/Homebrew/test/build_environment_spec.rb b/Library/Homebrew/test/build_environment_spec.rb
index d2291371b1..7cdba09d73 100644
--- a/Library/Homebrew/test/build_environment_spec.rb
+++ b/Library/Homebrew/test/build_environment_spec.rb
@@ -37,13 +37,13 @@ RSpec.describe BuildEnvironment do
     end
 
     context "with a single argument" do
-      subject do
+      subject(:build_env) do
         Class.new(build_environment_dsl) do
           env :std
         end
       end
 
-      its(:env) { is_expected.to be_std }
+      it(:env) { expect(build_env.env).to be_std }
     end
   end
 end
diff --git a/Library/Homebrew/test/dev-cmd/audit_spec.rb b/Library/Homebrew/test/dev-cmd/audit_spec.rb
index 2c6c24b32b..4b8ea0b327 100644
--- a/Library/Homebrew/test/dev-cmd/audit_spec.rb
+++ b/Library/Homebrew/test/dev-cmd/audit_spec.rb
@@ -835,7 +835,7 @@ module Homebrew
     describe "#audit_deps" do
       describe "a dependency on a macOS-provided keg-only formula" do
         describe "which is allowlisted" do
-          subject { fa }
+          subject(:f_a) { fa }
 
           let(:fa) do
             formula_auditor "foo", <<~RUBY, new_formula: true
@@ -863,11 +863,11 @@ module Homebrew
             fa.audit_deps
           end
 
-          its(:problems) { are_expected.to be_empty }
+          it(:problems) { expect(f_a.problems).to be_empty }
         end
 
         describe "which is not allowlisted", :needs_macos do
-          subject { fa }
+          subject(:f_a) { fa }
 
           let(:fa) do
             formula_auditor "foo", <<~RUBY, new_formula: true, core_tap: true
@@ -895,8 +895,9 @@ module Homebrew
             fa.audit_deps
           end
 
-          its(:new_formula_problems) do
-            are_expected.to include(a_hash_including(message: a_string_matching(/is provided by macOS/)))
+          it(:new_formula_problems) do
+            expect(f_a.new_formula_problems)
+              .to include(a_hash_including(message: a_string_matching(/is provided by macOS/)))
           end
         end
       end
diff --git a/Library/Homebrew/test/error_during_execution_spec.rb b/Library/Homebrew/test/error_during_execution_spec.rb
index 39caf3313e..5309667105 100644
--- a/Library/Homebrew/test/error_during_execution_spec.rb
+++ b/Library/Homebrew/test/error_during_execution_spec.rb
@@ -30,7 +30,7 @@ RSpec.describe ErrorDuringExecution do
 
   describe "#to_s" do
     context "when only given a command and a status" do
-      its(:to_s) { is_expected.to eq "Failure while executing; `false` exited with 1." }
+      it(:to_s) { expect(error.to_s).to eq "Failure while executing; `false` exited with 1." }
     end
 
     context "when additionally given the output" do
@@ -45,7 +45,7 @@ RSpec.describe ErrorDuringExecution do
         allow($stdout).to receive(:tty?).and_return(true)
       end
 
-      its(:to_s) do
+      it(:to_s) do
         expect(error.to_s).to eq <<~EOS
           Failure while executing; `false` exited with 1. Here's the output:
           This still worked.
@@ -57,7 +57,7 @@ RSpec.describe ErrorDuringExecution do
     context "when command arguments contain special characters" do
       let(:command) { ["env", "PATH=/bin", "cat", "with spaces"] }
 
-      its(:to_s) do
+      it(:to_s) do
         expect(error.to_s)
           .to eq 'Failure while executing; `env PATH=/bin cat with\ spaces` exited with 1.'
       end
diff --git a/Library/Homebrew/test/exceptions_spec.rb b/Library/Homebrew/test/exceptions_spec.rb
index 7215031823..1c2f9a0c3e 100644
--- a/Library/Homebrew/test/exceptions_spec.rb
+++ b/Library/Homebrew/test/exceptions_spec.rb
@@ -4,15 +4,15 @@ require "exceptions"
 
 RSpec.describe "Exception" do
   describe MultipleVersionsInstalledError do
-    subject do
+    subject(:error) do
       described_class.new <<~EOS
         foo has multiple installed versions
         Run `brew uninstall --force foo` to remove all versions.
       EOS
     end
 
-    its(:to_s) do
-      is_expected.to eq <<~EOS
+    it(:to_s) do
+      expect(error.to_s).to eq <<~EOS
         foo has multiple installed versions
         Run `brew uninstall --force foo` to remove all versions.
       EOS
@@ -20,15 +20,15 @@ RSpec.describe "Exception" do
   end
 
   describe NoSuchKegError do
-    subject { described_class.new("foo") }
+    subject(:error) { described_class.new("foo") }
 
-    its(:to_s) { is_expected.to eq("No such keg: #{HOMEBREW_CELLAR}/foo") }
+    it(:to_s) { expect(error.to_s).to eq("No such keg: #{HOMEBREW_CELLAR}/foo") }
   end
 
   describe FormulaValidationError do
     subject(:error) { described_class.new("foo", "sha257", "magic") }
 
-    its(:to_s) do
+    it(:to_s) do
       expect(error.to_s).to eq(%q(invalid attribute for formula 'foo': sha257 ("magic")))
     end
   end
@@ -38,7 +38,7 @@ RSpec.describe "Exception" do
 
     let(:tap) { instance_double(Tap, user: "u", repo: "r", to_s: "u/r", installed?: false) }
 
-    its(:to_s) { is_expected.to match(%r{Please tap it and then try again: brew tap u/r}) }
+    it(:to_s) { expect(error.to_s).to match(%r{Please tap it and then try again: brew tap u/r}) }
   end
 
   describe FormulaUnavailableError do
@@ -61,7 +61,7 @@ RSpec.describe "Exception" do
     end
 
     context "without a dependent" do
-      its(:to_s) { is_expected.to eq('No available formula with the name "foo".') }
+      it(:to_s) { expect(error.to_s).to eq('No available formula with the name "foo".') }
     end
 
     context "with a dependent" do
@@ -69,18 +69,18 @@ RSpec.describe "Exception" do
         error.dependent = "foobar"
       end
 
-      its(:to_s) do
+      it(:to_s) do
         expect(error.to_s).to eq('No available formula with the name "foo" (dependency of foobar).')
       end
     end
   end
 
   describe TapFormulaUnavailableError do
-    subject { described_class.new(tap, "foo") }
+    subject(:error) { described_class.new(tap, "foo") }
 
     let(:tap) { instance_double(Tap, user: "u", repo: "r", to_s: "u/r", installed?: false) }
 
-    its(:to_s) { is_expected.to match(%r{Please tap it and then try again: brew tap u/r}) }
+    it(:to_s) { expect(error.to_s).to match(%r{Please tap it and then try again: brew tap u/r}) }
   end
 
   describe FormulaClassUnavailableError do
@@ -100,7 +100,7 @@ RSpec.describe "Exception" do
     context "when there are no classes" do
       let(:list) { [] }
 
-      its(:to_s) do
+      it(:to_s) do
         expect(error.to_s).to match(/Expected to find class Foo, but found no classes\./)
       end
     end
@@ -108,7 +108,7 @@ RSpec.describe "Exception" do
     context "when the class is not derived from Formula" do
       let(:list) { [mod.const_get(:Bar)] }
 
-      its(:to_s) do
+      it(:to_s) do
         expect(error.to_s).to match(/Expected to find class Foo, but only found: Bar \(not derived from Formula!\)\./)
       end
     end
@@ -116,128 +116,128 @@ RSpec.describe "Exception" do
     context "when the class is derived from Formula" do
       let(:list) { [mod.const_get(:Baz)] }
 
-      its(:to_s) { is_expected.to match(/Expected to find class Foo, but only found: Baz\./) }
+      it(:to_s) { expect(error.to_s).to match(/Expected to find class Foo, but only found: Baz\./) }
     end
   end
 
   describe FormulaUnreadableError do
-    subject { described_class.new("foo", formula_error) }
+    subject(:error) { described_class.new("foo", formula_error) }
 
     let(:formula_error) { LoadError.new("bar") }
 
-    its(:to_s) { is_expected.to eq("foo: bar") }
+    it(:to_s) { expect(error.to_s).to eq("foo: bar") }
   end
 
   describe TapUnavailableError do
-    subject { described_class.new("foo") }
+    subject(:error) { described_class.new("foo") }
 
-    its(:to_s) { is_expected.to eq("No available tap foo.\nRun brew tap-new foo to create a new foo tap!\n") }
+    it(:to_s) { expect(error.to_s).to eq("No available tap foo.\nRun brew tap-new foo to create a new foo tap!\n") }
   end
 
   describe TapAlreadyTappedError do
-    subject { described_class.new("foo") }
+    subject(:error) { described_class.new("foo") }
 
-    its(:to_s) { is_expected.to eq("Tap foo already tapped.\n") }
+    it(:to_s) { expect(error.to_s).to eq("Tap foo already tapped.\n") }
   end
 
   describe BuildError do
-    subject { described_class.new(formula, "badprg", ["arg1", 2, Pathname.new("arg3"), :arg4], {}) }
+    subject(:error) { described_class.new(formula, "badprg", ["arg1", 2, Pathname.new("arg3"), :arg4], {}) }
 
     let(:formula) { instance_double(Formula, name: "foo") }
 
-    its(:to_s) { is_expected.to eq("Failed executing: badprg arg1 2 arg3 arg4") }
+    it(:to_s) { expect(error.to_s).to eq("Failed executing: badprg arg1 2 arg3 arg4") }
   end
 
   describe OperationInProgressError do
-    subject { described_class.new("foo") }
+    subject(:error) { described_class.new("foo") }
 
-    its(:to_s) { is_expected.to match(/Operation already in progress for foo/) }
+    it(:to_s) { expect(error.to_s).to match(/Operation already in progress for foo/) }
   end
 
   describe FormulaInstallationAlreadyAttemptedError do
-    subject { described_class.new(formula) }
+    subject(:error) { described_class.new(formula) }
 
     let(:formula) { instance_double(Formula, full_name: "foo/bar") }
 
-    its(:to_s) { is_expected.to eq("Formula installation already attempted: foo/bar") }
+    it(:to_s) { expect(error.to_s).to eq("Formula installation already attempted: foo/bar") }
   end
 
   describe FormulaConflictError do
-    subject { described_class.new(formula, [conflict]) }
+    subject(:error) { described_class.new(formula, [conflict]) }
 
     let(:formula) { instance_double(Formula, full_name: "foo/qux") }
     let(:conflict) { instance_double(FormulaConflict, name: "bar", reason: "I decided to") }
 
-    its(:to_s) { is_expected.to match(/Please `brew unlink bar` before continuing\./) }
+    it(:to_s) { expect(error.to_s).to match(/Please `brew unlink bar` before continuing\./) }
   end
 
   describe CompilerSelectionError do
-    subject { described_class.new(formula) }
+    subject(:error) { described_class.new(formula) }
 
     let(:formula) { instance_double(Formula, full_name: "foo") }
 
-    its(:to_s) { is_expected.to match(/foo cannot be built with any available compilers\./) }
+    it(:to_s) { expect(error.to_s).to match(/foo cannot be built with any available compilers\./) }
   end
 
   describe CurlDownloadStrategyError do
     context "when the file does not exist" do
-      subject { described_class.new("file:///tmp/foo") }
+      subject(:error) { described_class.new("file:///tmp/foo") }
 
-      its(:to_s) { is_expected.to eq("File does not exist: /tmp/foo") }
+      it(:to_s) { expect(error.to_s).to eq("File does not exist: /tmp/foo") }
     end
 
     context "when the download failed" do
-      subject { described_class.new("https://brew.sh") }
+      subject(:error) { described_class.new("https://brew.sh") }
 
-      its(:to_s) { is_expected.to eq("Download failed: https://brew.sh") }
+      it(:to_s) { expect(error.to_s).to eq("Download failed: https://brew.sh") }
     end
   end
 
   describe ErrorDuringExecution do
-    subject { described_class.new(["badprg", "arg1", "arg2"], status:) }
+    subject(:error) { described_class.new(["badprg", "arg1", "arg2"], status:) }
 
     let(:status) { instance_double(Process::Status, exitstatus: 17, termsig: nil) }
 
-    its(:to_s) { is_expected.to eq("Failure while executing; `badprg arg1 arg2` exited with 17.") }
+    it(:to_s) { expect(error.to_s).to eq("Failure while executing; `badprg arg1 arg2` exited with 17.") }
   end
 
   describe ChecksumMismatchError do
-    subject { described_class.new("/file.tar.gz", expected_checksum, actual_checksum) }
+    subject(:error) { described_class.new("/file.tar.gz", expected_checksum, actual_checksum) }
 
     let(:expected_checksum) { instance_double(Checksum, to_s: "deadbeef") }
     let(:actual_checksum) { instance_double(Checksum, to_s: "deadcafe") }
 
-    its(:to_s) { is_expected.to match(/SHA256 mismatch/) }
+    it(:to_s) { expect(error.to_s).to match(/SHA256 mismatch/) }
   end
 
   describe ResourceMissingError do
-    subject { described_class.new(formula, resource) }
+    subject(:error) { described_class.new(formula, resource) }
 
     let(:formula) { instance_double(Formula, full_name: "bar") }
     let(:resource) { instance_double(Resource, inspect: "<resource foo>") }
 
-    its(:to_s) { is_expected.to eq("bar does not define resource <resource foo>") }
+    it(:to_s) { expect(error.to_s).to eq("bar does not define resource <resource foo>") }
   end
 
   describe DuplicateResourceError do
-    subject { described_class.new(resource) }
+    subject(:error) { described_class.new(resource) }
 
     let(:resource) { instance_double(Resource, inspect: "<resource foo>") }
 
-    its(:to_s) { is_expected.to eq("Resource <resource foo> is defined more than once") }
+    it(:to_s) { expect(error.to_s).to eq("Resource <resource foo> is defined more than once") }
   end
 
   describe BottleFormulaUnavailableError do
-    subject { described_class.new("/foo.bottle.tar.gz", "foo/1.0/.brew/foo.rb") }
+    subject(:error) { described_class.new("/foo.bottle.tar.gz", "foo/1.0/.brew/foo.rb") }
 
     let(:formula) { instance_double(Formula, full_name: "foo") }
 
-    its(:to_s) { is_expected.to match(/This bottle does not contain the formula file/) }
+    it(:to_s) { expect(error.to_s).to match(/This bottle does not contain the formula file/) }
   end
 
   describe BuildFlagsError do
-    subject { described_class.new(["-s"]) }
+    subject(:error) { described_class.new(["-s"]) }
 
-    its(:to_s) { is_expected.to match(/flag:\s+-s\nrequires building tools/) }
+    it(:to_s) { expect(error.to_s).to match(/flag:\s+-s\nrequires building tools/) }
   end
 end
diff --git a/Library/Homebrew/test/patch_spec.rb b/Library/Homebrew/test/patch_spec.rb
index 7b3ca093e9..f9c7b5c581 100644
--- a/Library/Homebrew/test/patch_spec.rb
+++ b/Library/Homebrew/test/patch_spec.rb
@@ -5,39 +5,39 @@ require "patch"
 RSpec.describe Patch do
   describe "#create" do
     context "with a simple patch" do
-      subject { described_class.create(:p2, nil) }
+      subject(:patch) { described_class.create(:p2, nil) }
 
       it { is_expected.to be_a ExternalPatch }
       it { is_expected.to be_external }
-      its(:strip) { is_expected.to eq(:p2) }
+      it(:strip) { expect(patch.strip).to eq(:p2) }
     end
 
     context "with a string patch" do
-      subject { described_class.create(:p0, "foo") }
+      subject(:patch) { described_class.create(:p0, "foo") }
 
       it { is_expected.to be_a StringPatch }
-      its(:strip) { is_expected.to eq(:p0) }
+      it(:strip) { expect(patch.strip).to eq(:p0) }
     end
 
     context "with a string patch without strip" do
-      subject { described_class.create("foo", nil) }
+      subject(:patch) { described_class.create("foo", nil) }
 
       it { is_expected.to be_a StringPatch }
-      its(:strip) { is_expected.to eq(:p1) }
+      it(:strip) { expect(patch.strip).to eq(:p1) }
     end
 
     context "with a data patch" do
-      subject { described_class.create(:p0, :DATA) }
+      subject(:patch) { described_class.create(:p0, :DATA) }
 
       it { is_expected.to be_a DATAPatch }
-      its(:strip) { is_expected.to eq(:p0) }
+      it(:strip) { expect(patch.strip).to eq(:p0) }
     end
 
     context "with a data patch without strip" do
-      subject { described_class.create(:DATA, nil) }
+      subject(:patch) { described_class.create(:DATA, nil) }
 
       it { is_expected.to be_a DATAPatch }
-      its(:strip) { is_expected.to eq(:p1) }
+      it(:strip) { expect(patch.strip).to eq(:p1) }
     end
 
     it "raises an error for unknown values" do
@@ -55,9 +55,9 @@ RSpec.describe Patch do
     subject(:patch) { described_class.create(:p2, nil) }
 
     context "when the patch is empty" do
-      its(:resource) { is_expected.to be_a Resource::PatchResource }
-      its(:patch_files) { is_expected.to eq(patch.resource.patch_files) }
-      its(:patch_files) { is_expected.to eq([]) }
+      it(:resource) { expect(patch.resource).to be_a Resource::PatchResource }
+      it { expect(patch.patch_files).to eq(patch.resource.patch_files) }
+      it { expect(patch.patch_files).to eq([]) }
     end
 
     it "returns applied patch files" do
@@ -77,9 +77,9 @@ RSpec.describe Patch do
 
   describe EmbeddedPatch do
     describe "#new" do
-      subject { described_class.new(:p1) }
+      subject(:patch) { described_class.new(:p1) }
 
-      its(:inspect) { is_expected.to eq("#<EmbeddedPatch: :p1>") }
+      it(:inspect) { expect(patch.inspect).to eq("#<EmbeddedPatch: :p1>") }
     end
   end
 
@@ -87,11 +87,11 @@ RSpec.describe Patch do
     subject(:patch) { described_class.new(:p1) { url "file:///my.patch" } }
 
     describe "#url" do
-      its(:url) { is_expected.to eq("file:///my.patch") }
+      it(:url) { expect(patch.url).to eq("file:///my.patch") }
     end
 
     describe "#inspect" do
-      its(:inspect) { is_expected.to eq('#<ExternalPatch: :p1 "file:///my.patch">') }
+      it(:inspect) { expect(patch.inspect).to eq('#<ExternalPatch: :p1 "file:///my.patch">') }
     end
 
     describe "#cached_download" do
@@ -99,7 +99,7 @@ RSpec.describe Patch do
         allow(patch.resource).to receive(:cached_download).and_return("/tmp/foo.tar.gz")
       end
 
-      its(:cached_download) { is_expected.to eq("/tmp/foo.tar.gz") }
+      it(:cached_download) { expect(patch.cached_download).to eq("/tmp/foo.tar.gz") }
     end
   end
 end
diff --git a/Library/Homebrew/test/requirement_spec.rb b/Library/Homebrew/test/requirement_spec.rb
index f1a684e353..7789e2f509 100644
--- a/Library/Homebrew/test/requirement_spec.rb
+++ b/Library/Homebrew/test/requirement_spec.rb
@@ -11,30 +11,30 @@ RSpec.describe Requirement do
   let(:klass) { Class.new(described_class) }
 
   describe "#tags" do
-    subject { klass.new(tags) }
+    subject(:req) { klass.new(tags) }
 
     context "with a single tag" do
       let(:tags) { ["bar"] }
 
-      its(:tags) { are_expected.to eq(tags) }
+      it(:tags) { expect(req.tags).to eq(tags) }
     end
 
     context "with multiple tags" do
       let(:tags) { ["bar", "baz"] }
 
-      its(:tags) { are_expected.to eq(tags) }
+      it(:tags) { expect(req.tags).to eq(tags) }
     end
 
     context "with symbol tags" do
       let(:tags) { [:build] }
 
-      its(:tags) { are_expected.to eq(tags) }
+      it(:tags) { expect(req.tags).to eq(tags) }
     end
 
     context "with symbol and string tags" do
       let(:tags) { [:build, "bar"] }
 
-      its(:tags) { are_expected.to eq(tags) }
+      it(:tags) { expect(req.tags).to eq(tags) }
     end
   end
 
@@ -168,8 +168,8 @@ RSpec.describe Requirement do
       stub_const const.to_s, Class.new(described_class)
     end
 
-    its(:name) { is_expected.to eq("foo") }
-    its(:option_names) { are_expected.to eq(["foo"]) }
+    it(:name) { expect(requirement.name).to eq("foo") }
+    it(:option_names) { expect(requirement.option_names).to eq(["foo"]) }
   end
 
   describe "#modify_build_environment" do
diff --git a/Library/Homebrew/test/spec_helper.rb b/Library/Homebrew/test/spec_helper.rb
index b8af2d24e9..7e1c152613 100644
--- a/Library/Homebrew/test/spec_helper.rb
+++ b/Library/Homebrew/test/spec_helper.rb
@@ -24,7 +24,6 @@ Warnings.ignore :parser_syntax do
   require "rubocop"
 end
 
-require "rspec/its"
 require "rspec/github"
 require "rspec/retry"
 require "rspec/sorbet"
diff --git a/Library/Homebrew/test/system_command_spec.rb b/Library/Homebrew/test/system_command_spec.rb
index 756cc40685..679851a930 100644
--- a/Library/Homebrew/test/system_command_spec.rb
+++ b/Library/Homebrew/test/system_command_spec.rb
@@ -21,7 +21,7 @@ RSpec.describe SystemCommand do
     let(:sudo_as_root) { false }
 
     context "when given some environment variables" do
-      its("run!.stdout") { is_expected.to eq("123") }
+      it("run!.stdout") { expect(command.run!.stdout).to eq("123") }
 
       describe "the resulting command line" do
         it "includes the given variables explicitly" do
@@ -94,10 +94,10 @@ RSpec.describe SystemCommand do
 
   context "when the exit code is 0" do
     describe "its result" do
-      subject { described_class.run("true") }
+      subject(:result) { described_class.run("true") }
 
       it { is_expected.to be_a_success }
-      its(:exit_status) { is_expected.to eq(0) }
+      it(:exit_status) { expect(result.exit_status).to eq(0) }
     end
   end
 
@@ -114,10 +114,10 @@ RSpec.describe SystemCommand do
 
     context "with a command that does not have to succeed" do
       describe "its result" do
-        subject { described_class.run(command) }
+        subject(:result) { described_class.run(command) }
 
         it { is_expected.not_to be_a_success }
-        its(:exit_status) { is_expected.to eq(1) }
+        it(:exit_status) { expect(result.exit_status).to eq(1) }
       end
     end
   end
@@ -131,10 +131,10 @@ RSpec.describe SystemCommand do
     end
 
     describe "its result" do
-      subject { described_class.run(command, args: [path]) }
+      subject(:result) { described_class.run(command, args: [path]) }
 
       it { is_expected.to be_a_success }
-      its(:stdout) { is_expected.to eq("somefile\n") }
+      it(:stdout) { expect(result.stdout).to eq("somefile\n") }
     end
   end
 
@@ -149,11 +149,11 @@ RSpec.describe SystemCommand do
 
     shared_examples "it returns '1 2 3 4 5 6'" do
       describe "its result" do
-        subject { described_class.run(command, **options) }
+        subject(:result) { described_class.run(command, **options) }
 
         it { is_expected.to be_a_success }
-        its(:stdout) { is_expected.to eq([1, 3, 5, nil].join("\n")) }
-        its(:stderr) { is_expected.to eq([2, 4, 6, nil].join("\n")) }
+        it(:stdout) { expect(result.stdout).to eq([1, 3, 5, nil].join("\n")) }
+        it(:stderr) { expect(result.stderr).to eq([2, 4, 6, nil].join("\n")) }
       end
     end
 
diff --git a/Library/Homebrew/test/tap_spec.rb b/Library/Homebrew/test/tap_spec.rb
index 93e9317565..8ea9116037 100644
--- a/Library/Homebrew/test/tap_spec.rb
+++ b/Library/Homebrew/test/tap_spec.rb
@@ -279,13 +279,13 @@ RSpec.describe Tap do
     context "when using the default remote" do
       let(:remote) { "https://github.com/Homebrew/homebrew-services" }
 
-      its(:custom_remote?) { is_expected.to be false }
+      it(:custom_remote?) { expect(tap.custom_remote?).to be false }
     end
 
     context "when using a non-default remote" do
       let(:remote) { "git@github.com:Homebrew/homebrew-services" }
 
-      its(:custom_remote?) { is_expected.to be true }
+      it(:custom_remote?) { expect(tap.custom_remote?).to be true }
     end
   end
 
diff --git a/Library/Homebrew/test/utils/user_spec.rb b/Library/Homebrew/test/utils/user_spec.rb
index 47fb75951f..111b8d34ec 100644
--- a/Library/Homebrew/test/utils/user_spec.rb
+++ b/Library/Homebrew/test/utils/user_spec.rb
@@ -3,7 +3,7 @@
 require "utils/user"
 
 RSpec.describe User do
-  subject { described_class.current }
+  subject(:user) { described_class.current }
 
   it { is_expected.to eq ENV.fetch("USER") }
 
@@ -22,7 +22,7 @@ RSpec.describe User do
         EOS
       end
 
-      its(:gui?) { is_expected.to be true }
+      it(:gui?) { expect(user.gui?).to be true }
     end
 
     context "when the current user is not in a console session" do
@@ -33,7 +33,7 @@ RSpec.describe User do
         EOS
       end
 
-      its(:gui?) { is_expected.to be false }
+      it(:gui?) { expect(user.gui?).to be false }
     end
   end
 end
diff --git a/Library/Homebrew/vendor/bundle/bundler/setup.rb b/Library/Homebrew/vendor/bundle/bundler/setup.rb
index a05033f350..9b1b91308a 100644
--- a/Library/Homebrew/vendor/bundle/bundler/setup.rb
+++ b/Library/Homebrew/vendor/bundle/bundler/setup.rb
@@ -80,7 +80,6 @@ $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rspec-mocks-3.13.0/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rspec-3.13.0/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rspec-github-2.4.0/lib")
-$:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rspec-its-1.3.0/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rspec-retry-0.6.2/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rspec-sorbet-1.9.2/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/rspec_junit_formatter-0.6.0/lib")