diff --git a/Library/Homebrew/debrew.rb b/Library/Homebrew/debrew.rb
index 82407ecbc2..670446d3d2 100644
--- a/Library/Homebrew/debrew.rb
+++ b/Library/Homebrew/debrew.rb
@@ -3,10 +3,7 @@
 
 require "mutex_m"
 require "debrew/irb"
-require "warnings"
-Warnings.ignore(/warning: callcc is obsolete; use Fiber instead/) do
-  require "continuation"
-end
+require "ignorable"
 
 # Helper module for debugging formulae.
 #
@@ -14,31 +11,6 @@ end
 module Debrew
   extend Mutex_m
 
-  # Marks exceptions which can be ignored and provides
-  # the ability to jump back to where it was raised.
-  module Ignorable
-    attr_accessor :continuation
-
-    def ignore
-      continuation.call
-    end
-  end
-
-  # Module for allowing to ignore exceptions.
-  module Raise
-    def raise(*)
-      callcc do |continuation|
-        super
-      rescue Exception => e # rubocop:disable Lint/RescueException
-        e.extend(Ignorable)
-        e.continuation = continuation
-        super(e)
-      end
-    end
-
-    alias fail raise
-  end
-
   # Module for allowing to debug formulae.
   module Formula
     def install
@@ -106,28 +78,28 @@ module Debrew
 
   class << self
     extend Predicable
-    alias original_raise raise
     attr_predicate :active?
     attr_reader :debugged_exceptions
   end
 
   def self.debrew
     @active = true
-    Object.include Raise
+    Ignorable.hook_raise
 
     begin
       yield
     rescue SystemExit
-      original_raise
+      raise
     rescue Exception => e # rubocop:disable Lint/RescueException
       e.ignore if debug(e) == :ignore # execution jumps back to where the exception was thrown
     ensure
+      Ignorable.unhook_raise
       @active = false
     end
   end
 
   def self.debug(e)
-    original_raise(e) if !active? || !debugged_exceptions.add?(e) || !try_lock
+    raise(e) if !active? || !debugged_exceptions.add?(e) || !try_lock
 
     begin
       puts e.backtrace.first.to_s
@@ -137,15 +109,15 @@ module Debrew
         Menu.choose do |menu|
           menu.prompt = "Choose an action: "
 
-          menu.choice(:raise) { original_raise(e) }
-          menu.choice(:ignore) { return :ignore } if e.is_a?(Ignorable)
+          menu.choice(:raise) { raise(e) }
+          menu.choice(:ignore) { return :ignore } if e.is_a?(Ignorable::ExceptionMixin)
           menu.choice(:backtrace) { puts e.backtrace }
 
-          if e.is_a?(Ignorable)
+          if e.is_a?(Ignorable::ExceptionMixin)
             menu.choice(:irb) do
               puts "When you exit this IRB session, execution will continue."
               set_trace_func proc { |event, _, _, id, binding, klass|
-                if klass == Raise && id == :raise && event == "return"
+                if klass == Object && id == :raise && event == "return"
                   set_trace_func(nil)
                   synchronize { IRB.start_within(binding) }
                 end
diff --git a/Library/Homebrew/ignorable.rb b/Library/Homebrew/ignorable.rb
new file mode 100644
index 0000000000..4ede76f392
--- /dev/null
+++ b/Library/Homebrew/ignorable.rb
@@ -0,0 +1,58 @@
+# typed: false
+# frozen_string_literal: true
+
+require "warnings"
+Warnings.ignore(/warning: callcc is obsolete; use Fiber instead/) do
+  require "continuation"
+end
+
+# Provides the ability to optionally ignore errors raised and continue execution.
+#
+# @api private
+module Ignorable
+  # Marks exceptions which can be ignored and provides
+  # the ability to jump back to where it was raised.
+  module ExceptionMixin
+    attr_accessor :continuation
+
+    def ignore
+      continuation.call
+    end
+  end
+
+  def self.hook_raise
+    Object.class_eval do
+      alias_method :original_raise, :raise
+
+      def raise(*)
+        callcc do |continuation|
+          super
+        rescue Exception => e # rubocop:disable Lint/RescueException
+          unless e.is_a?(ScriptError)
+            e.extend(ExceptionMixin)
+            e.continuation = continuation
+          end
+          super(e)
+        end
+      end
+
+      alias_method :fail, :raise
+    end
+
+    return unless block_given?
+
+    yield
+    unhook_raise
+  end
+
+  def self.unhook_raise
+    Object.class_eval do
+      # False positive - https://github.com/rubocop/rubocop/issues/5022
+      # rubocop:disable Lint/DuplicateMethods
+      alias_method :raise, :original_raise
+      alias_method :fail, :original_raise
+      # rubocop:enable Lint/DuplicateMethods
+      undef :original_raise
+    end
+  end
+end