diff --git a/CHANGELOG.md b/CHANGELOG.md
index 199bc0e7b..c929270cf 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,3 +1,5 @@
+- Correct the timing of loading ActiveJobExtensions, take 2 [#1494](https://github.com/getsentry/sentry-ruby/pull/1494)
+
 ## 4.6.0
 
 ### Features
diff --git a/sentry-rails/lib/sentry/rails/railtie.rb b/sentry-rails/lib/sentry/rails/railtie.rb
index 5f4e63f97..4fc9afb16 100644
--- a/sentry-rails/lib/sentry/rails/railtie.rb
+++ b/sentry-rails/lib/sentry/rails/railtie.rb
@@ -16,7 +16,10 @@ class Railtie < ::Rails::Railtie
     # before the application is eager-loaded (before user's jobs register their own callbacks)
     # See https://github.com/getsentry/sentry-ruby/issues/1249#issuecomment-853871871 for the detail explanation
     initializer "sentry.extend_active_job", before: :eager_load! do |app|
-      extend_active_job if defined?(ActiveJob)
+      ActiveSupport.on_load(:active_job) do
+        require "sentry/rails/active_job"
+        prepend Sentry::Rails::ActiveJobExtensions
+      end
     end
 
     config.after_initialize do |app|
@@ -45,11 +48,6 @@ def configure_trusted_proxies
       Sentry.configuration.trusted_proxies += Array(::Rails.application.config.action_dispatch.trusted_proxies)
     end
 
-    def extend_active_job
-      require "sentry/rails/active_job"
-      ActiveJob::Base.send(:prepend, Sentry::Rails::ActiveJobExtensions)
-    end
-
     def extend_controller_methods
       require "sentry/rails/controller_methods"
       require "sentry/rails/controller_transaction"
diff --git a/sentry-rails/spec/isolated/active_job_activation.rb b/sentry-rails/spec/isolated/active_job_activation.rb
index f805fc3a3..a3a2a1f35 100644
--- a/sentry-rails/spec/isolated/active_job_activation.rb
+++ b/sentry-rails/spec/isolated/active_job_activation.rb
@@ -1,6 +1,6 @@
 # frozen_string_literal: true
 # for https://github.com/getsentry/sentry-ruby/issues/1249
-require "active_job"
+require "active_job/railtie"
 require "active_support/all"
 require "sentry/rails"
 require "minitest/autorun"
@@ -12,6 +12,11 @@ class TestApp < Rails::Application
 
 app = TestApp
 
+# Simulate code from the application's init files in config/initializer
+app.initializer :config_initializer do
+  Rails.application.config.active_job.queue_name = "bobo"
+end
+
 # to simulate jobs being load during the eager_load initializer
 app.initializer :eager_load! do
   Object.class_eval <<~CODE
@@ -56,4 +61,8 @@ def test_the_extension_is_loaded_before_eager_load_is_called
     assert_match(/RESCUED/, log_result, "ApplicationJob's rescue_from should be called")
     refute_match(/I SHOULD NEVER BE EXECUTED/, log_result, "ErrorJob's around_perform should not be triggered")
   end
+
+  def test_the_extension_doesnt_load_activejob_too_soon
+    assert_equal("bobo", ApplicationJob.queue_name)
+  end
 end