diff --git a/Library/.rubocop.yml b/Library/.rubocop.yml
index c992c614a8..e3b0537813 100644
--- a/Library/.rubocop.yml
+++ b/Library/.rubocop.yml
@@ -355,7 +355,7 @@ Layout/LineLength:
       ' name "',
       ' pkg "',
       ' pkgutil: "',
-      '    sha256 cellar: ',
+      "    sha256 cellar: ",
       "#{language}",
       "#{version.",
       ' "/Library/Application Support/',
@@ -373,7 +373,6 @@ Sorbet/FalseSigil:
     - "/**/{Formula,Casks}/*.rb"
     - "**/{Formula,Casks}/*.rb"
     - "Homebrew/test/**/Casks/**/*.rb"
-    - "Homebrew/homebrew_bootsnap.rb"
 
 Sorbet/StrictSigil:
   Enabled: true
diff --git a/Library/Homebrew/Gemfile b/Library/Homebrew/Gemfile
index cfc9287a89..f13e5f3bbf 100644
--- a/Library/Homebrew/Gemfile
+++ b/Library/Homebrew/Gemfile
@@ -3,7 +3,7 @@
 source "https://rubygems.org"
 
 # installed gems (should all be require: false)
-gem "bootsnap", require: false if ENV["HOMEBREW_BOOTSNAP"]
+gem "bootsnap", require: false
 gem "byebug", require: false
 gem "codecov", require: false
 gem "nokogiri", require: false
diff --git a/Library/Homebrew/Gemfile.lock b/Library/Homebrew/Gemfile.lock
index 9bf60eeaa1..dc074ef055 100644
--- a/Library/Homebrew/Gemfile.lock
+++ b/Library/Homebrew/Gemfile.lock
@@ -9,6 +9,8 @@ GEM
       zeitwerk (~> 2.3)
     ast (2.4.2)
     bindata (2.4.8)
+    bootsnap (1.7.0)
+      msgpack (~> 1.0)
     byebug (11.1.3)
     codecov (0.4.2)
       simplecov (>= 0.15, < 0.22)
@@ -46,6 +48,7 @@ GEM
     mime-types-data (3.2020.1104)
     mini_portile2 (2.5.0)
     minitest (5.14.3)
+    msgpack (1.4.2)
     mustache (1.1.1)
     net-http-digest_auth (1.4.1)
     net-http-persistent (4.0.1)
@@ -169,6 +172,7 @@ PLATFORMS
 
 DEPENDENCIES
   activesupport
+  bootsnap
   byebug
   codecov
   concurrent-ruby
diff --git a/Library/Homebrew/cleanup.rb b/Library/Homebrew/cleanup.rb
index fc3554def1..47ef774cdc 100644
--- a/Library/Homebrew/cleanup.rb
+++ b/Library/Homebrew/cleanup.rb
@@ -209,6 +209,7 @@ module Homebrew
         return if periodic
 
         cleanup_portable_ruby
+        cleanup_bootsnap
       else
         args.each do |arg|
           formula = begin
@@ -399,6 +400,17 @@ module Homebrew
       FileUtils.rm_rf portable_rubies_to_remove
     end
 
+    def cleanup_bootsnap
+      bootsnap = cache/"bootsnap"
+      return unless bootsnap.exist?
+
+      if dry_run?
+        puts "Would remove: #{bootsnap} (#{bootsnap.abv})"
+      else
+        FileUtils.rm_rf bootsnap
+      end
+    end
+
     def cleanup_cache_db(rack = nil)
       FileUtils.rm_rf [
         cache/"desc_cache.json",
diff --git a/Library/Homebrew/env_config.rb b/Library/Homebrew/env_config.rb
index e16fc15296..18a670cefa 100644
--- a/Library/Homebrew/env_config.rb
+++ b/Library/Homebrew/env_config.rb
@@ -39,6 +39,10 @@ module Homebrew
       HOMEBREW_BINTRAY_USER:                  {
         description: "Use this username when accessing the Bintray API (where bottles are stored).",
       },
+      HOMEBREW_BOOTSNAP:                      {
+        description: "If set, use Bootsnap to speed up repeated `brew` calls.",
+        boolean:     true,
+      },
       HOMEBREW_BOTTLE_DOMAIN:                 {
         description:  "Use this URL as the download mirror for bottles. " \
                       "For example, `HOMEBREW_BOTTLE_DOMAIN=http://localhost:8080` will cause all bottles to " \
@@ -203,6 +207,10 @@ module Homebrew
                      "`brew install`, `brew upgrade` or `brew tap`.",
         boolean:     true,
       },
+      HOMEBREW_NO_BOOTSNAP:                   {
+        description: "If set, do not use Bootsnap to speed up repeated `brew` calls.",
+        boolean:     true,
+      },
       HOMEBREW_NO_BOTTLE_SOURCE_FALLBACK:     {
         description: "If set, fail on the failure of installation from a bottle rather than " \
                      "falling back to building from source.",
diff --git a/Library/Homebrew/homebrew_bootsnap.rb b/Library/Homebrew/homebrew_bootsnap.rb
index fff14b8d54..b12d0c5308 100644
--- a/Library/Homebrew/homebrew_bootsnap.rb
+++ b/Library/Homebrew/homebrew_bootsnap.rb
@@ -1,35 +1,37 @@
-# typed: ignore
+# typed: false
 # frozen_string_literal: true
 
-# TODO: make this `typed: true` when HOMEBREW_BOOTSNAP is enabled by
-# default and/or we vendor bootsnap and the RBI file.
+if !ENV["HOMEBREW_NO_BOOTSNAP"] &&
+   ENV["HOMEBREW_BOOTSNAP"] &&
+   # portable ruby doesn't play nice with bootsnap
+   !ENV["HOMEBREW_FORCE_VENDOR_RUBY"] &&
+   (!ENV["HOMEBREW_MACOS_VERSION"] || ENV["HOMEBREW_MACOS_SYSTEM_RUBY_NEW_ENOUGH"])
 
-raise "Needs HOMEBREW_BOOTSNAP!" unless ENV["HOMEBREW_BOOTSNAP"]
+  require "rubygems"
 
-require "rubygems"
+  begin
+    require "bootsnap"
+  rescue LoadError
+    raise if ENV["HOMEBREW_BOOTSNAP_RETRY"]
 
-begin
-  require "bootsnap"
-rescue LoadError
-  raise if ENV["HOMEBREW_BOOTSNAP_RETRY"]
+    Dir.chdir(HOMEBREW_LIBRARY_PATH) do
+      system "bundle", "install", "--standalone"
+    end
 
-  Dir.chdir(HOMEBREW_LIBRARY_PATH) do
-    system "bundle", "install", "--standalone"
+    ENV["HOMEBREW_BOOTSNAP_RETRY"] = "1"
+    exec ENV["HOMEBREW_BREW_FILE"], *ARGV
   end
 
-  ENV["HOMEBREW_BOOTSNAP_RETRY"] = "1"
-  exec ENV["HOMEBREW_BREW_FILE"], *ARGV
+  ENV.delete("HOMEBREW_BOOTSNAP_RETRY")
+
+  cache = ENV["HOMEBREW_CACHE"] || ENV["HOMEBREW_DEFAULT_CACHE"]
+  # Can't use .blank? here because we haven't required active_support yet.
+  raise "Needs HOMEBREW_CACHE or HOMEBREW_DEFAULT_CACHE!" if cache.nil? || cache.empty? # rubocop:disable Rails/Blank
+
+  Bootsnap.setup(
+    cache_dir:          cache,
+    load_path_cache:    true,
+    compile_cache_iseq: true,
+    compile_cache_yaml: true,
+  )
 end
-
-ENV.delete("HOMEBREW_BOOTSNAP_RETRY")
-
-tmp = ENV["HOMEBREW_TEMP"] || ENV["HOMEBREW_DEFAULT_TEMP"]
-raise "Needs HOMEBREW_TEMP or HOMEBREW_DEFAULT_TEMP!" unless tmp
-
-Bootsnap.setup(
-  cache_dir:          "#{tmp}/homebrew-bootsnap",
-  development_mode:   false, # TODO: use ENV["HOMEBREW_DEVELOPER"]?,
-  load_path_cache:    true,
-  compile_cache_iseq: true,
-  compile_cache_yaml: true,
-)
diff --git a/Library/Homebrew/load_path.rb b/Library/Homebrew/load_path.rb
index 9745b7348f..10aa74784c 100644
--- a/Library/Homebrew/load_path.rb
+++ b/Library/Homebrew/load_path.rb
@@ -8,10 +8,9 @@ HOMEBREW_LIBRARY_PATH = Pathname(__dir__).realpath.freeze
 $LOAD_PATH.push HOMEBREW_LIBRARY_PATH.to_s
 
 require "vendor/bundle/bundler/setup"
+require "homebrew_bootsnap"
 
-if ENV["HOMEBREW_BOOTSNAP"]
-  require "homebrew_bootsnap"
-else
+unless defined?(Bootsnap)
   $LOAD_PATH.select! { |d| Pathname(d).directory? }
   $LOAD_PATH.uniq!
 end
diff --git a/Library/Homebrew/sorbet/rbi/gems/bootsnap@1.7.0.rbi b/Library/Homebrew/sorbet/rbi/gems/bootsnap@1.7.0.rbi
new file mode 100644
index 0000000000..4cf183bb25
--- /dev/null
+++ b/Library/Homebrew/sorbet/rbi/gems/bootsnap@1.7.0.rbi
@@ -0,0 +1,8 @@
+# DO NOT EDIT MANUALLY
+# This is an autogenerated file for types exported from the `bootsnap` gem.
+# Please instead update this file by running `tapioca sync`.
+
+# typed: true
+
+# THIS IS AN EMPTY RBI FILE.
+# see https://github.com/Shopify/tapioca/blob/master/README.md#manual-gem-requires
diff --git a/Library/Homebrew/sorbet/rbi/gems/msgpack@1.4.2.rbi b/Library/Homebrew/sorbet/rbi/gems/msgpack@1.4.2.rbi
new file mode 100644
index 0000000000..fc385bdfb8
--- /dev/null
+++ b/Library/Homebrew/sorbet/rbi/gems/msgpack@1.4.2.rbi
@@ -0,0 +1,7 @@
+# DO NOT EDIT MANUALLY
+# This is an autogenerated file for types exported from the `msgpack` gem.
+# Please instead update this file by running `tapioca sync`.
+
+# typed: true
+
+Bignum = Integer
diff --git a/Library/Homebrew/sorbet/rbi/hidden-definitions/hidden.rbi b/Library/Homebrew/sorbet/rbi/hidden-definitions/hidden.rbi
index a3a41bd0f0..9a48262e5f 100644
--- a/Library/Homebrew/sorbet/rbi/hidden-definitions/hidden.rbi
+++ b/Library/Homebrew/sorbet/rbi/hidden-definitions/hidden.rbi
@@ -532,6 +532,14 @@ class ActiveSupport::CurrentAttributes
   def _reset_callbacks(); end
 
   def _run_reset_callbacks(&block); end
+
+  def attributes(); end
+
+  def attributes=(attributes); end
+
+  def reset(); end
+
+  def set(set_attributes); end
 end
 
 class ActiveSupport::CurrentAttributes
@@ -553,9 +561,17 @@ class ActiveSupport::CurrentAttributes
 
   def self.before_reset(&block); end
 
+  def self.clear_all(); end
+
   def self.instance(); end
 
+  def self.reset(*args, &block); end
+
+  def self.reset_all(); end
+
   def self.resets(&block); end
+
+  def self.set(*args, &block); end
 end
 
 module ActiveSupport::Dependencies
@@ -2690,6 +2706,7 @@ class Addrinfo
 end
 
 class Array
+  include ::MessagePack::CoreExt
   def compact_blank!(); end
 
   def extract_options!(); end
@@ -2794,6 +2811,376 @@ class Bintray
   extend ::T::Private::Methods::SingletonMethodHooks
 end
 
+module Bootsnap
+  def bundler?(); end
+  VERSION = ::T.let(nil, ::T.untyped)
+end
+
+module Bootsnap::CompileCache
+end
+
+class Bootsnap::CompileCache::Error
+end
+
+class Bootsnap::CompileCache::Error
+end
+
+module Bootsnap::CompileCache::ISeq
+end
+
+module Bootsnap::CompileCache::ISeq::InstructionSequenceMixin
+  def compile_option=(hash); end
+
+  def load_iseq(path); end
+end
+
+module Bootsnap::CompileCache::ISeq::InstructionSequenceMixin
+end
+
+module Bootsnap::CompileCache::ISeq
+  def self.cache_dir(); end
+
+  def self.cache_dir=(cache_dir); end
+
+  def self.compile_option_updated(); end
+
+  def self.fetch(path, cache_dir: T.unsafe(nil)); end
+
+  def self.input_to_output(_data, _kwargs); end
+
+  def self.input_to_storage(_, path); end
+
+  def self.install!(cache_dir); end
+
+  def self.precompile(path, cache_dir: T.unsafe(nil)); end
+
+  def self.storage_to_output(binary, _args); end
+end
+
+module Bootsnap::CompileCache::Native
+end
+
+module Bootsnap::CompileCache::Native
+  def self.compile_option_crc32=(compile_option_crc32); end
+
+  def self.coverage_running?(); end
+
+  def self.fetch(_, _1, _2, _3); end
+
+  def self.precompile(_, _1, _2); end
+end
+
+class Bootsnap::CompileCache::PermissionError
+end
+
+class Bootsnap::CompileCache::PermissionError
+end
+
+class Bootsnap::CompileCache::Uncompilable
+end
+
+class Bootsnap::CompileCache::Uncompilable
+end
+
+module Bootsnap::CompileCache::YAML
+end
+
+module Bootsnap::CompileCache::YAML::Patch
+  def load_file(path, *args); end
+end
+
+module Bootsnap::CompileCache::YAML::Patch
+end
+
+module Bootsnap::CompileCache::YAML
+  def self.cache_dir(); end
+
+  def self.cache_dir=(cache_dir); end
+
+  def self.init!(); end
+
+  def self.input_to_output(data, kwargs); end
+
+  def self.input_to_storage(contents, _); end
+
+  def self.install!(cache_dir); end
+
+  def self.msgpack_factory(); end
+
+  def self.msgpack_factory=(msgpack_factory); end
+
+  def self.precompile(path, cache_dir: T.unsafe(nil)); end
+
+  def self.storage_to_output(data, kwargs); end
+
+  def self.supported_options(); end
+
+  def self.supported_options=(supported_options); end
+end
+
+module Bootsnap::CompileCache
+  def self.permission_error(path); end
+
+  def self.setup(cache_dir:, iseq:, yaml:); end
+
+  def self.supported?(); end
+end
+
+module Bootsnap::ExplicitRequire
+  ARCHDIR = ::T.let(nil, ::T.untyped)
+  DLEXT = ::T.let(nil, ::T.untyped)
+  RUBYLIBDIR = ::T.let(nil, ::T.untyped)
+end
+
+module Bootsnap::ExplicitRequire
+  def self.from_archdir(feature); end
+
+  def self.from_rubylibdir(feature); end
+
+  def self.from_self(feature); end
+
+  def self.with_gems(*gems); end
+end
+
+class Bootsnap::InvalidConfiguration
+end
+
+class Bootsnap::InvalidConfiguration
+end
+
+module Bootsnap::LoadPathCache
+  CACHED_EXTENSIONS = ::T.let(nil, ::T.untyped)
+  DLEXT = ::T.let(nil, ::T.untyped)
+  DLEXT2 = ::T.let(nil, ::T.untyped)
+  DL_EXTENSIONS = ::T.let(nil, ::T.untyped)
+  DOT_RB = ::T.let(nil, ::T.untyped)
+  DOT_SO = ::T.let(nil, ::T.untyped)
+  ERROR_TAG_IVAR = ::T.let(nil, ::T.untyped)
+  SLASH = ::T.let(nil, ::T.untyped)
+end
+
+class Bootsnap::LoadPathCache::Cache
+  def absolute_path?(path); end
+
+  def find(feature); end
+
+  def initialize(store, path_obj, development_mode: T.unsafe(nil)); end
+
+  def load_dir(dir); end
+
+  def push_paths(sender, *paths); end
+
+  def reinitialize(path_obj=T.unsafe(nil)); end
+
+  def unshift_paths(sender, *paths); end
+  AGE_THRESHOLD = ::T.let(nil, ::T.untyped)
+  BUILTIN_FEATURES = ::T.let(nil, ::T.untyped)
+end
+
+class Bootsnap::LoadPathCache::Cache
+end
+
+module Bootsnap::LoadPathCache::ChangeObserver
+end
+
+module Bootsnap::LoadPathCache::ChangeObserver::ArrayMixin
+  def <<(entry); end
+
+  def []=(*args, &block); end
+
+  def clear(*args, &block); end
+
+  def collect!(*args, &block); end
+
+  def compact!(*args, &block); end
+
+  def concat(entries); end
+
+  def delete(*args, &block); end
+
+  def delete_at(*args, &block); end
+
+  def delete_if(*args, &block); end
+
+  def fill(*args, &block); end
+
+  def flatten!(*args, &block); end
+
+  def insert(*args, &block); end
+
+  def keep_if(*args, &block); end
+
+  def map!(*args, &block); end
+
+  def pop(*args, &block); end
+
+  def push(*entries); end
+
+  def reject!(*args, &block); end
+
+  def replace(*args, &block); end
+
+  def reverse!(*args, &block); end
+
+  def rotate!(*args, &block); end
+
+  def select!(*args, &block); end
+
+  def shift(*args, &block); end
+
+  def shuffle!(*args, &block); end
+
+  def slice!(*args, &block); end
+
+  def sort!(*args, &block); end
+
+  def sort_by!(*args, &block); end
+
+  def uniq!(*args); end
+
+  def unshift(*entries); end
+end
+
+module Bootsnap::LoadPathCache::ChangeObserver::ArrayMixin
+end
+
+module Bootsnap::LoadPathCache::ChangeObserver
+  def self.register(observer, arr); end
+end
+
+module Bootsnap::LoadPathCache::CoreExt
+end
+
+module Bootsnap::LoadPathCache::CoreExt
+  def self.make_load_error(path); end
+end
+
+class Bootsnap::LoadPathCache::FallbackScan
+end
+
+class Bootsnap::LoadPathCache::FallbackScan
+end
+
+class Bootsnap::LoadPathCache::LoadedFeaturesIndex
+  def key?(feature); end
+
+  def purge(feature); end
+
+  def purge_multi(features); end
+
+  def register(short, long=T.unsafe(nil)); end
+end
+
+class Bootsnap::LoadPathCache::LoadedFeaturesIndex
+end
+
+class Bootsnap::LoadPathCache::Path
+  def entries_and_dirs(store); end
+
+  def expanded_path(); end
+
+  def initialize(path); end
+
+  def non_directory?(); end
+
+  def path(); end
+
+  def relative?(); end
+
+  def stable?(); end
+
+  def volatile?(); end
+  RUBY_LIBDIR = ::T.let(nil, ::T.untyped)
+  RUBY_SITEDIR = ::T.let(nil, ::T.untyped)
+  STABLE = ::T.let(nil, ::T.untyped)
+  VOLATILE = ::T.let(nil, ::T.untyped)
+end
+
+class Bootsnap::LoadPathCache::Path
+end
+
+module Bootsnap::LoadPathCache::PathScanner
+  ALTERNATIVE_NATIVE_EXTENSIONS_PATTERN = ::T.let(nil, ::T.untyped)
+  BUNDLE_PATH = ::T.let(nil, ::T.untyped)
+  NORMALIZE_NATIVE_EXTENSIONS = ::T.let(nil, ::T.untyped)
+  REQUIRABLE_EXTENSIONS = ::T.let(nil, ::T.untyped)
+end
+
+module Bootsnap::LoadPathCache::PathScanner
+  def self.call(path); end
+
+  def self.walk(absolute_dir_path, relative_dir_path, &block); end
+end
+
+class Bootsnap::LoadPathCache::RealpathCache
+  def call(*key); end
+end
+
+class Bootsnap::LoadPathCache::RealpathCache
+end
+
+class Bootsnap::LoadPathCache::ReturnFalse
+end
+
+class Bootsnap::LoadPathCache::ReturnFalse
+end
+
+class Bootsnap::LoadPathCache::Store
+  def fetch(key); end
+
+  def get(key); end
+
+  def initialize(store_path); end
+
+  def set(key, value); end
+
+  def transaction(); end
+end
+
+class Bootsnap::LoadPathCache::Store::NestedTransactionError
+end
+
+class Bootsnap::LoadPathCache::Store::NestedTransactionError
+end
+
+class Bootsnap::LoadPathCache::Store::SetOutsideTransactionNotAllowed
+end
+
+class Bootsnap::LoadPathCache::Store::SetOutsideTransactionNotAllowed
+end
+
+class Bootsnap::LoadPathCache::Store
+end
+
+module Bootsnap::LoadPathCache
+  def self.load_path_cache(); end
+
+  def self.loaded_features_index(); end
+
+  def self.realpath_cache(); end
+
+  def self.setup(cache_path:, development_mode:); end
+
+  def self.supported?(); end
+end
+
+module Bootsnap
+  extend ::Bootsnap
+  def self._instrument(event, path); end
+
+  def self.default_setup(); end
+
+  def self.instrumentation=(callback); end
+
+  def self.log!(); end
+
+  def self.logger(); end
+
+  def self.logger=(logger); end
+
+  def self.setup(cache_dir:, development_mode: T.unsafe(nil), load_path_cache: T.unsafe(nil), autoload_paths_cache: T.unsafe(nil), disable_trace: T.unsafe(nil), compile_cache_iseq: T.unsafe(nil), compile_cache_yaml: T.unsafe(nil)); end
+end
+
 class BottleSpecification
   extend ::T::Private::Methods::MethodHooks
   extend ::T::Private::Methods::SingletonMethodHooks
@@ -5288,6 +5675,15 @@ module Cask::Caskroom
   extend ::T::Private::Methods::SingletonMethodHooks
 end
 
+class Cask::Cmd::AbstractCommand
+  include ::Homebrew::Search::Extension
+end
+
+class Cask::Cmd::AbstractCommand
+  extend ::T::Private::Methods::MethodHooks
+  extend ::T::Private::Methods::SingletonMethodHooks
+end
+
 class Cask::Config
   def appdir(); end
 
@@ -6730,8 +7126,6 @@ end
 class Errno::EBADRPC
 end
 
-Errno::ECAPMODE = Errno::NOERROR
-
 Errno::EDEADLOCK = Errno::NOERROR
 
 class Errno::EDEVERR
@@ -6752,13 +7146,6 @@ end
 
 Errno::EIPSEC = Errno::NOERROR
 
-class Errno::ELAST
-  Errno = ::T.let(nil, ::T.untyped)
-end
-
-class Errno::ELAST
-end
-
 class Errno::ENEEDAUTH
   Errno = ::T.let(nil, ::T.untyped)
 end
@@ -6780,8 +7167,6 @@ end
 class Errno::ENOPOLICY
 end
 
-Errno::ENOTCAPABLE = Errno::NOERROR
-
 class Errno::ENOTSUP
   Errno = ::T.let(nil, ::T.untyped)
 end
@@ -6824,7 +7209,12 @@ end
 class Errno::EPWROFF
 end
 
-Errno::EQFULL = Errno::ELAST
+class Errno::EQFULL
+  Errno = ::T.let(nil, ::T.untyped)
+end
+
+class Errno::EQFULL
+end
 
 class Errno::ERPCMISMATCH
   Errno = ::T.let(nil, ::T.untyped)
@@ -6956,6 +7346,10 @@ class ExternalPatch
   extend ::T::Private::Methods::SingletonMethodHooks
 end
 
+class FalseClass
+  include ::MessagePack::CoreExt
+end
+
 class Fiber
   def transfer(*_); end
 end
@@ -7017,6 +7411,10 @@ module FileUtils
   extend ::FileUtils::StreamUtils_
 end
 
+class Float
+  include ::MessagePack::CoreExt
+end
+
 module FormulaCellarChecks
   extend ::T::Private::Methods::MethodHooks
   extend ::T::Private::Methods::SingletonMethodHooks
@@ -7701,6 +8099,7 @@ module Hardware
 end
 
 class Hash
+  include ::MessagePack::CoreExt
   def assert_valid_keys(*valid_keys); end
 
   def compact_blank!(); end
@@ -7789,6 +8188,8 @@ module Homebrew::EnvConfig
 
   def self.bintray_user(); end
 
+  def self.bootsnap?(); end
+
   def self.bottle_domain(); end
 
   def self.brew_git_remote(); end
@@ -7857,6 +8258,8 @@ module Homebrew::EnvConfig
 
   def self.no_auto_update?(); end
 
+  def self.no_bootsnap?(); end
+
   def self.no_bottle_source_fallback?(); end
 
   def self.no_color?(); end
@@ -7947,6 +8350,14 @@ module Homebrew::Livecheck
   extend ::T::Private::Methods::SingletonMethodHooks
 end
 
+module Homebrew::MissingFormula
+  extend ::T::Private::Methods::SingletonMethodHooks
+end
+
+module Homebrew::Search
+  include ::Homebrew::Search::Extension
+end
+
 module Homebrew::Settings
   extend ::T::Private::Methods::MethodHooks
   extend ::T::Private::Methods::SingletonMethodHooks
@@ -9234,6 +9645,7 @@ module IRB
 end
 
 class Integer
+  include ::MessagePack::CoreExt
   def to_bn(); end
 end
 
@@ -9302,11 +9714,13 @@ module Kernel
   extend ::T::Private::Methods::SingletonMethodHooks
   def self.at_exit(); end
 
+  def self.autoload(_, _1); end
+
   def self.fork(); end
 
   def self.gem(dep, *reqs); end
 
-  def self.load(*_); end
+  def self.load(path, wrap=T.unsafe(nil)); end
 
   def self.require(path); end
 end
@@ -10672,6 +11086,52 @@ end
 
 Markdown = RDiscount
 
+module MessagePack
+  DEFAULT_EMPTY_PARAMS = ::T.let(nil, ::T.untyped)
+end
+
+class MessagePack::Packer
+  def write_bin(_); end
+
+  def write_bin_header(_); end
+end
+
+module MessagePack::Time
+  Packer = ::T.let(nil, ::T.untyped)
+  TIME_AT_3_AVAILABLE = ::T.let(nil, ::T.untyped)
+  Unpacker = ::T.let(nil, ::T.untyped)
+end
+
+module MessagePack::Time
+end
+
+class MessagePack::Timestamp
+  def ==(other); end
+
+  def initialize(sec, nsec); end
+
+  def nsec(); end
+
+  def sec(); end
+
+  def to_msgpack_ext(); end
+  TIMESTAMP32_MAX_SEC = ::T.let(nil, ::T.untyped)
+  TIMESTAMP64_MAX_SEC = ::T.let(nil, ::T.untyped)
+  TYPE = ::T.let(nil, ::T.untyped)
+end
+
+class MessagePack::Timestamp
+  def self.from_msgpack_ext(data); end
+
+  def self.to_msgpack_ext(sec, nsec); end
+end
+
+class MessagePack::Unpacker
+  def feed_reference(_); end
+
+  def freeze?(); end
+end
+
 class Messages
   extend ::T::Private::Methods::MethodHooks
   extend ::T::Private::Methods::SingletonMethodHooks
@@ -11570,6 +12030,8 @@ class Module
 
   def anonymous?(); end
 
+  def autoload_without_bootsnap(_, _1); end
+
   def context(*a, &b); end
 
   def deprecate(*method_names); end
@@ -12029,6 +12491,7 @@ class Net::WriteTimeout
 end
 
 class NilClass
+  include ::MessagePack::CoreExt
   def to_d(); end
 
   def try(_method_name=T.unsafe(nil), *_); end
@@ -12161,6 +12624,7 @@ class Object
   def to_query(key); end
 
   def to_yaml(options=T.unsafe(nil)); end
+  APPLE_GEM_HOME = ::T.let(nil, ::T.untyped)
   ARGF = ::T.let(nil, ::T.untyped)
   ARGV = ::T.let(nil, ::T.untyped)
   BUG_REPORTS_URL = ::T.let(nil, ::T.untyped)
@@ -12225,6 +12689,8 @@ class Object
   RUBY_DESCRIPTION = ::T.let(nil, ::T.untyped)
   RUBY_ENGINE = ::T.let(nil, ::T.untyped)
   RUBY_ENGINE_VERSION = ::T.let(nil, ::T.untyped)
+  RUBY_FRAMEWORK = ::T.let(nil, ::T.untyped)
+  RUBY_FRAMEWORK_VERSION = ::T.let(nil, ::T.untyped)
   RUBY_PATCHLEVEL = ::T.let(nil, ::T.untyped)
   RUBY_PATH = ::T.let(nil, ::T.untyped)
   RUBY_PLATFORM = ::T.let(nil, ::T.untyped)
@@ -12277,11 +12743,7 @@ class OpenSSL::KDF::KDFError
 end
 
 module OpenSSL::KDF
-  def self.hkdf(*_); end
-
   def self.pbkdf2_hmac(*_); end
-
-  def self.scrypt(*_); end
 end
 
 class OpenSSL::OCSP::Request
@@ -12290,29 +12752,20 @@ end
 
 OpenSSL::PKCS7::Signer = OpenSSL::PKCS7::SignerInfo
 
-class OpenSSL::PKey::EC
-  EXPLICIT_CURVE = ::T.let(nil, ::T.untyped)
-end
-
 class OpenSSL::PKey::EC::Point
   def to_octet_string(_); end
 end
 
 module OpenSSL::SSL
-  OP_ALLOW_NO_DHE_KEX = ::T.let(nil, ::T.untyped)
   OP_ALLOW_UNSAFE_LEGACY_RENEGOTIATION = ::T.let(nil, ::T.untyped)
   OP_CRYPTOPRO_TLSEXT_BUG = ::T.let(nil, ::T.untyped)
   OP_LEGACY_SERVER_CONNECT = ::T.let(nil, ::T.untyped)
-  OP_NO_ENCRYPT_THEN_MAC = ::T.let(nil, ::T.untyped)
-  OP_NO_RENEGOTIATION = ::T.let(nil, ::T.untyped)
-  OP_NO_TLSv1_3 = ::T.let(nil, ::T.untyped)
   OP_SAFARI_ECDHE_ECDSA_BUG = ::T.let(nil, ::T.untyped)
   OP_TLSEXT_PADDING = ::T.let(nil, ::T.untyped)
   SSL2_VERSION = ::T.let(nil, ::T.untyped)
   SSL3_VERSION = ::T.let(nil, ::T.untyped)
   TLS1_1_VERSION = ::T.let(nil, ::T.untyped)
   TLS1_2_VERSION = ::T.let(nil, ::T.untyped)
-  TLS1_3_VERSION = ::T.let(nil, ::T.untyped)
   TLS1_VERSION = ::T.let(nil, ::T.untyped)
 end
 
@@ -16821,6 +17274,7 @@ module Psych
 end
 
 module Psych
+  extend ::Bootsnap::CompileCache::YAML::Patch
   def self.add_builtin_type(type_tag, &block); end
 
   def self.add_domain_type(domain, type_tag, &block); end
@@ -18824,6 +19278,8 @@ module RSpec::Core::HashImitatable
 
   def to_hash(*args, &block); end
 
+  def to_msgpack(*args, &block); end
+
   def to_plist(*args, &block); end
 
   def to_proc(*args, &block); end
@@ -26352,6 +26808,8 @@ module RuboCop::AST::CollectionNode
 
   def pluck(*args, &block); end
 
+  def to_msgpack(*args, &block); end
+
   def without(*args, &block); end
 end
 
@@ -27586,6 +28044,10 @@ class RubyVM::AbstractSyntaxTree::Node
   def pretty_print_children(q, names=T.unsafe(nil)); end
 end
 
+class RubyVM::InstructionSequence
+  extend ::Bootsnap::CompileCache::ISeq::InstructionSequenceMixin
+end
+
 module RubyVM::MJIT
 end
 
@@ -28475,6 +28937,7 @@ class Socket
   IPV6_PATHMTU = ::T.let(nil, ::T.untyped)
   IPV6_RECVPATHMTU = ::T.let(nil, ::T.untyped)
   IPV6_USE_MIN_MTU = ::T.let(nil, ::T.untyped)
+  IP_DONTFRAG = ::T.let(nil, ::T.untyped)
   IP_PORTRANGE = ::T.let(nil, ::T.untyped)
   IP_RECVDSTADDR = ::T.let(nil, ::T.untyped)
   IP_RECVIF = ::T.let(nil, ::T.untyped)
@@ -28566,6 +29029,7 @@ module Socket::Constants
   IPV6_PATHMTU = ::T.let(nil, ::T.untyped)
   IPV6_RECVPATHMTU = ::T.let(nil, ::T.untyped)
   IPV6_USE_MIN_MTU = ::T.let(nil, ::T.untyped)
+  IP_DONTFRAG = ::T.let(nil, ::T.untyped)
   IP_PORTRANGE = ::T.let(nil, ::T.untyped)
   IP_RECVDSTADDR = ::T.let(nil, ::T.untyped)
   IP_RECVIF = ::T.let(nil, ::T.untyped)
@@ -28793,6 +29257,7 @@ class Spoom::Timeline
 end
 
 class String
+  include ::MessagePack::CoreExt
   def black(); end
 
   def blink(); end
@@ -28963,6 +29428,15 @@ module Superenv
   extend ::T::Private::Methods::SingletonMethodHooks
 end
 
+class Symbol
+  include ::MessagePack::CoreExt
+  def to_msgpack_ext(); end
+end
+
+class Symbol
+  def self.from_msgpack_ext(data); end
+end
+
 class SystemCommand::Result
   extend ::T::Private::Methods::MethodHooks
   extend ::T::Private::Methods::SingletonMethodHooks
@@ -29248,6 +29722,10 @@ class TracePoint
   def parameters(); end
 end
 
+class TrueClass
+  include ::MessagePack::CoreExt
+end
+
 module Tty
   extend ::T::Private::Methods::SingletonMethodHooks
   def self.blue(); end
diff --git a/Library/Homebrew/utils/fork.rb b/Library/Homebrew/utils/fork.rb
index e9eb1ea243..7094e7d8f4 100644
--- a/Library/Homebrew/utils/fork.rb
+++ b/Library/Homebrew/utils/fork.rb
@@ -29,12 +29,15 @@ module Utils
     error
   end
 
-  def self.safe_fork(&_block)
+  def self.safe_fork
     Dir.mktmpdir("homebrew", HOMEBREW_TEMP) do |tmpdir|
       UNIXServer.open("#{tmpdir}/socket") do |server|
         read, write = IO.pipe
 
         pid = fork do
+          # bootsnap doesn't like these forked processes
+          ENV["HOMEBREW_NO_BOOTSNAP"] = "1"
+
           ENV["HOMEBREW_ERROR_PIPE"] = server.path
           server.close
           read.close
@@ -56,7 +59,7 @@ module Utils
           write.close
 
           exit!
-        else # rubocop:disable Layout/ElseAlignment
+        else
           exit!(true)
         end
 
diff --git a/Library/Homebrew/vendor/bundle/bundler/setup.rb b/Library/Homebrew/vendor/bundle/bundler/setup.rb
index 5faff2bf34..08b3ae8b74 100644
--- a/Library/Homebrew/vendor/bundle/bundler/setup.rb
+++ b/Library/Homebrew/vendor/bundle/bundler/setup.rb
@@ -11,8 +11,12 @@ $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/zeitwerk-2.4.2/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/activesupport-6.1.1/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/ast-2.4.2/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/bindata-2.4.8/lib"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/universal-darwin-20/2.6.0/msgpack-1.4.2"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/msgpack-1.4.2/lib"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/universal-darwin-20/2.6.0/bootsnap-1.7.0"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/bootsnap-1.7.0/lib"
 $:.unshift "#{path}/"
-$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/x86_64-darwin-14/2.6.0-static/byebug-11.1.3"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/universal-darwin-20/2.6.0/byebug-11.1.3"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/byebug-11.1.3/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/docile-1.3.5/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/simplecov-html-0.12.3/lib"
@@ -25,12 +29,12 @@ $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/highline-2.0.3/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/commander-4.5.2/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/connection_pool-2.2.3/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/diff-lcs-1.4.4/lib"
-$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/x86_64-darwin-14/2.6.0-static/unf_ext-0.0.7.7"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/universal-darwin-20/2.6.0/unf_ext-0.0.7.7"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/unf_ext-0.0.7.7/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/unf-0.1.4/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/domain_name-0.5.20190701/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/elftools-1.1.3/lib"
-$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/x86_64-darwin-14/2.6.0-static/hpricot-0.8.6"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/universal-darwin-20/2.6.0/hpricot-0.8.6"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/hpricot-0.8.6/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/http-cookie-1.0.3/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/mime-types-data-3.2020.1104/lib"
@@ -38,7 +42,7 @@ $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/mime-types-3.3.1/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/net-http-digest_auth-1.4.1/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/net-http-persistent-4.0.1/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/mini_portile2-2.5.0/lib"
-$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/x86_64-darwin-14/2.6.0-static/racc-1.5.2"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/universal-darwin-20/2.6.0/racc-1.5.2"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/racc-1.5.2/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/nokogiri-1.11.1-x86_64-darwin/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/ntlm-http-0.1.1/lib"
@@ -57,7 +61,7 @@ $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/patchelf-1.3.0/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/plist-3.6.0/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/pry-0.13.1/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rack-2.2.3/lib"
-$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/x86_64-darwin-14/2.6.0-static/rdiscount-2.2.0.2"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/universal-darwin-20/2.6.0/rdiscount-2.2.0.2"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rdiscount-2.2.0.2/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/regexp_parser-2.0.3/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rexml-3.2.4/lib"
@@ -70,7 +74,7 @@ $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rspec-3.10.0/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rspec-github-2.3.1/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rspec-its-1.3.0/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rspec-retry-0.6.2/lib"
-$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/sorbet-static-0.5.6259-universal-darwin-14/lib"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/sorbet-static-0.5.6259-universal-darwin-20/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/sorbet-0.5.6259/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rspec-sorbet-1.8.0/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/rspec-wait-0.0.9/lib"
diff --git a/docs/Manpage.md b/docs/Manpage.md
index c6b471d806..1260340f88 100644
--- a/docs/Manpage.md
+++ b/docs/Manpage.md
@@ -1707,6 +1707,9 @@ example, run `export HOMEBREW_NO_INSECURE_REDIRECT=1` rather than just
 - `HOMEBREW_BINTRAY_USER`
   <br>Use this username when accessing the Bintray API (where bottles are stored).
 
+- `HOMEBREW_BOOTSNAP`
+  <br>If set, use Bootsnap to speed up repeated `brew` calls.
+
 - `HOMEBREW_BOTTLE_DOMAIN`
   <br>Use this URL as the download mirror for bottles. For example, `HOMEBREW_BOTTLE_DOMAIN=http://localhost:8080` will cause all bottles to download from the prefix `http://localhost:8080/`.
 
@@ -1839,6 +1842,9 @@ example, run `export HOMEBREW_NO_INSECURE_REDIRECT=1` rather than just
 - `HOMEBREW_NO_AUTO_UPDATE`
   <br>If set, do not automatically update before running `brew install`, `brew upgrade` or `brew tap`.
 
+- `HOMEBREW_NO_BOOTSNAP`
+  <br>If set, do not use Bootsnap to speed up repeated `brew` calls.
+
 - `HOMEBREW_NO_BOTTLE_SOURCE_FALLBACK`
   <br>If set, fail on the failure of installation from a bottle rather than falling back to building from source.
 
diff --git a/manpages/brew.1 b/manpages/brew.1
index b226fc8c21..ed8565d917 100644
--- a/manpages/brew.1
+++ b/manpages/brew.1
@@ -2376,6 +2376,12 @@ Use this API key when accessing the Bintray API (where bottles are stored)\.
 Use this username when accessing the Bintray API (where bottles are stored)\.
 .
 .TP
+\fBHOMEBREW_BOOTSNAP\fR
+.
+.br
+If set, use Bootsnap to speed up repeated \fBbrew\fR calls\.
+.
+.TP
 \fBHOMEBREW_BOTTLE_DOMAIN\fR
 .
 .br
@@ -2622,6 +2628,12 @@ If set, do not send analytics\. For more information, see: \fIhttps://docs\.brew
 If set, do not automatically update before running \fBbrew install\fR, \fBbrew upgrade\fR or \fBbrew tap\fR\.
 .
 .TP
+\fBHOMEBREW_NO_BOOTSNAP\fR
+.
+.br
+If set, do not use Bootsnap to speed up repeated \fBbrew\fR calls\.
+.
+.TP
 \fBHOMEBREW_NO_BOTTLE_SOURCE_FALLBACK\fR
 .
 .br