diff --git a/Library/Homebrew/Gemfile.lock b/Library/Homebrew/Gemfile.lock
index e023dbd59f..58f42fd4fc 100644
--- a/Library/Homebrew/Gemfile.lock
+++ b/Library/Homebrew/Gemfile.lock
@@ -57,7 +57,7 @@ GEM
     mime-types-data (3.2022.0105)
     mini_portile2 (2.8.0)
     minitest (5.15.0)
-    msgpack (1.4.5)
+    msgpack (1.5.2)
     mustache (1.1.1)
     net-http-digest_auth (1.4.1)
     net-http-persistent (4.0.1)
diff --git a/Library/Homebrew/dev-cmd/typecheck.rb b/Library/Homebrew/dev-cmd/typecheck.rb
index b3a2c50267..b9f00a5446 100644
--- a/Library/Homebrew/dev-cmd/typecheck.rb
+++ b/Library/Homebrew/dev-cmd/typecheck.rb
@@ -56,7 +56,10 @@ module Homebrew
           "webrobots", # RBI file is bugged
           "sorbet-static-and-runtime", # Unnecessary RBI - remove this entry with Tapioca 0.8
         ]
-        tapioca_args = ["--exclude", *excluded_gems]
+        typed_overrides = [
+          "msgpack:false", # Investigate removing this with Tapioca 0.8
+        ]
+        tapioca_args = ["--exclude", *excluded_gems, "--typed-overrides", *typed_overrides]
         tapioca_args << "--all" if args.all?
 
         ohai "Updating Tapioca RBI files..."
diff --git a/Library/Homebrew/sorbet/rbi/gems/msgpack@1.4.5.rbi b/Library/Homebrew/sorbet/rbi/gems/msgpack@1.5.2.rbi
similarity index 81%
rename from Library/Homebrew/sorbet/rbi/gems/msgpack@1.4.5.rbi
rename to Library/Homebrew/sorbet/rbi/gems/msgpack@1.5.2.rbi
index 925ebbed43..3e13ad3ab3 100644
--- a/Library/Homebrew/sorbet/rbi/gems/msgpack@1.4.5.rbi
+++ b/Library/Homebrew/sorbet/rbi/gems/msgpack@1.5.2.rbi
@@ -1,4 +1,4 @@
-# typed: true
+# typed: false
 
 # DO NOT EDIT MANUALLY
 # This is an autogenerated file for types exported from the `msgpack` gem.
@@ -58,15 +58,15 @@ end
 module MessagePack
   private
 
-  def dump(v, *rest); end
+  def dump(v, io = T.unsafe(nil), options = T.unsafe(nil)); end
   def load(src, param = T.unsafe(nil)); end
-  def pack(v, *rest); end
+  def pack(v, io = T.unsafe(nil), options = T.unsafe(nil)); end
   def unpack(src, param = T.unsafe(nil)); end
 
   class << self
-    def dump(v, *rest); end
+    def dump(v, io = T.unsafe(nil), options = T.unsafe(nil)); end
     def load(src, param = T.unsafe(nil)); end
-    def pack(v, *rest); end
+    def pack(v, io = T.unsafe(nil), options = T.unsafe(nil)); end
     def unpack(src, param = T.unsafe(nil)); end
   end
 end
@@ -75,8 +75,6 @@ module MessagePack::CoreExt
   def to_msgpack(packer_or_io = T.unsafe(nil)); end
 end
 
-MessagePack::DEFAULT_EMPTY_PARAMS = T.let(T.unsafe(nil), Hash)
-
 class MessagePack::ExtensionValue < ::Struct
   include ::MessagePack::CoreExt
 
@@ -92,11 +90,38 @@ class MessagePack::Factory
   def dump(v, *rest); end
   def load(src, param = T.unsafe(nil)); end
   def pack(v, *rest); end
+  def pool(size = T.unsafe(nil), **options); end
   def registered_types(selector = T.unsafe(nil)); end
   def type_registered?(klass_or_type, selector = T.unsafe(nil)); end
   def unpack(src, param = T.unsafe(nil)); end
 end
 
+class MessagePack::Factory::Pool
+  def initialize(factory, size, options = T.unsafe(nil)); end
+
+  def dump(object); end
+  def load(data); end
+end
+
+class MessagePack::Factory::Pool::AbstractPool
+  def initialize(size, &block); end
+
+  def checkin(member); end
+  def checkout; end
+end
+
+class MessagePack::Factory::Pool::PackerPool < ::MessagePack::Factory::Pool::AbstractPool
+  private
+
+  def reset(packer); end
+end
+
+class MessagePack::Factory::Pool::UnpackerPool < ::MessagePack::Factory::Pool::AbstractPool
+  private
+
+  def reset(unpacker); end
+end
+
 class MessagePack::Packer
   def registered_types; end
   def type_registered?(klass_or_type); end
diff --git a/Library/Homebrew/vendor/bundle/bundler/setup.rb b/Library/Homebrew/vendor/bundle/bundler/setup.rb
index 73a919f36e..f807bc80ef 100644
--- a/Library/Homebrew/vendor/bundle/bundler/setup.rb
+++ b/Library/Homebrew/vendor/bundle/bundler/setup.rb
@@ -13,8 +13,8 @@ $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/public_suffix-4.0.7/l
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/addressable-2.8.0/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/ast-2.4.2/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/bindata-2.4.10/lib"
-$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/x86_64-darwin-14/2.6.0-static/msgpack-1.4.5"
-$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/msgpack-1.4.5/lib"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/x86_64-darwin-14/2.6.0-static/msgpack-1.5.2"
+$:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/msgpack-1.5.2/lib"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/extensions/x86_64-darwin-14/2.6.0-static/bootsnap-1.11.1"
 $:.unshift "#{path}/../#{ruby_engine}/#{ruby_version}/gems/bootsnap-1.11.1/lib"
 $:.unshift "#{path}/"