diff --git a/test/multiverse/lib/multiverse/runner.rb b/test/multiverse/lib/multiverse/runner.rb
index 892a9d9005..5e4e60386d 100644
--- a/test/multiverse/lib/multiverse/runner.rb
+++ b/test/multiverse/lib/multiverse/runner.rb
@@ -110,7 +110,7 @@ def execute_suites(filter, opts)
 
       # these need services running in github actions, so they are separated
       'services_1' => %w[mongo bunny],
-      'services_2' => %w[redis sidekiq sidekiq_delay_extensions memcache],
+      'services_2' => %w[redis sidekiq sidekiq_delay_extensions sidekiq_ignore_retry_errors_enabled memcache],
       'services_kafka' => %w[rdkafka ruby_kafka],
       'services_elasticsearch' => %w[elasticsearch],
       'services_mysql_pg' => %w[active_record active_record_pg],
diff --git a/test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_test.rb b/test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_disabled_test.rb
similarity index 56%
rename from test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_test.rb
rename to test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_disabled_test.rb
index 429e86747b..eb1d19afe7 100644
--- a/test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_test.rb
+++ b/test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_disabled_test.rb
@@ -4,6 +4,9 @@
 
 require_relative 'sidekiq_test_helpers'
 
+# On startup, Sidekiq instrumentation registers error and death handlers
+# based on the value of the 'sidekiq.ignore_retry_errors'. Because of this,
+# we need to have separate enabled/disabled test suites to test both cases.
 class SidekiqIgnoreRetryErrorsTest < Minitest::Test
   include SidekiqTestHelpers
 
@@ -50,58 +53,6 @@ def test_error_handlers_registered_when_sidekiq_ignore_retry_errors_is_false
       'Expected NewRelic error_handler to be registered when sidekiq.ignore_retry_errors is false'
   end
 
-  def test_error_handlers_not_registered_when_sidekiq_ignore_retry_errors_is_true
-    with_config(:'sidekiq.ignore_retry_errors' => true) do
-      # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
-      skip 'Test requires Sidekiq v6+' unless Sidekiq::VERSION.split('.').first.to_i >= 6
-
-      config = if Sidekiq::VERSION.split('.').first.to_i >= 7
-        Sidekiq.default_configuration
-      else
-        Sidekiq
-      end
-
-      error_handlers = if config.respond_to?(:error_handlers)
-        config.error_handlers
-      else
-        config[:error_handlers] || []
-      end
-
-      nr_error_handler_found = error_handlers.any? do |handler|
-        handler.is_a?(Proc) && handler.source_location&.first&.include?('newrelic')
-      end
-
-      refute nr_error_handler_found,
-        'Expected NewRelic error_handler to NOT be registered when sidekiq.ignore_retry_errors is true'
-    end
-  end
-
-  def test_death_handlers_registered_when_sidekiq_ignore_retry_errors_is_true
-    with_config(:'sidekiq.ignore_retry_errors' => true) do
-      # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
-      skip 'Test requires Sidekiq v6+' unless Sidekiq::VERSION.split('.').first.to_i >= 6
-
-      config = if Sidekiq::VERSION.split('.').first.to_i >= 7
-        Sidekiq.default_configuration
-      else
-        Sidekiq
-      end
-
-      death_handlers = if config.respond_to?(:death_handlers)
-        config.death_handlers
-      else
-        config[:death_handlers] || []
-      end
-
-      nr_death_handler_found = death_handlers.any? do |handler|
-        handler.is_a?(Proc) && handler.source_location&.first&.include?('newrelic')
-      end
-
-      assert nr_death_handler_found,
-        'Expected NewRelic death_handler to be registered when sidekiq.ignore_retry_errors is true'
-    end
-  end
-
   def test_death_handlers_not_registered_when_sidekiq_ignore_retry_errors_is_false
     # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
     skip 'Test requires Sidekiq v6+' unless Sidekiq::VERSION.split('.').first.to_i >= 6
@@ -125,14 +76,4 @@ def test_death_handlers_not_registered_when_sidekiq_ignore_retry_errors_is_false
     refute nr_death_handler_found,
       'Expected NewRelic death_handler to NOT be registered when sidekiq.ignore_retry_errors is false'
   end
-
-  def test_basic_job_execution_still_works
-    with_config(:'sidekiq.ignore_retry_errors' => true) do
-      segment = run_job
-
-      assert_predicate segment, :finished?
-      assert_predicate segment, :record_metrics?
-      assert segment.duration.is_a?(Float)
-    end
-  end
 end
diff --git a/test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_enabled_test.rb b/test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_enabled_test.rb
new file mode 100644
index 0000000000..340ae24e57
--- /dev/null
+++ b/test/multiverse/suites/sidekiq/sidekiq_ignore_retry_errors_enabled_test.rb
@@ -0,0 +1,77 @@
+# This file is distributed under New Relic's license terms.
+# See https://github.com/newrelic/newrelic-ruby-agent/blob/main/LICENSE for complete details.
+# frozen_string_literal: true
+
+# require_relative 'sidekiq_test_helpers'
+
+# # On startup, Sidekiq instrumentation registers error and death handlers
+# # based on the value of the 'sidekiq.ignore_retry_errors'. Because of this,
+# # we need to have separate enabled/disabled test suites to test both cases.
+# class SidekiqIgnoreRetryErrorEnabledTest < Minitest::Test
+#   include SidekiqTestHelpers
+
+#   def setup
+#     @config = {:'sidekiq.ignore_retry_errors' => true}
+#     NewRelic::Agent.config.add_config_for_testing(@config)
+#   end
+
+#   def teardown
+#     NewRelic::Agent.config.reset_to_defaults
+#   end
+
+#   def test_error_handlers_not_registered_when_sidekiq_ignore_retry_errors_is_true
+#     # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
+#     skip 'Test requires Sidekiq v6+' unless Sidekiq::VERSION.split('.').first.to_i >= 6
+
+#     config = if Sidekiq::VERSION.split('.').first.to_i >= 7
+#       Sidekiq.default_configuration
+#     else
+#       Sidekiq
+#     end
+
+#     error_handlers = if config.respond_to?(:error_handlers)
+#       config.error_handlers
+#     else
+#       config[:error_handlers] || []
+#     end
+
+#     nr_error_handler_found = error_handlers.any? do |handler|
+#       handler.is_a?(Proc) && handler.source_location&.first&.include?('newrelic')
+#     end
+
+#     refute nr_error_handler_found,
+#       'Expected NewRelic error_handler to NOT be registered when sidekiq.ignore_retry_errors is true'
+#   end
+
+#   def test_death_handlers_registered_when_sidekiq_ignore_retry_errors_is_true
+#     # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
+#     skip 'Test requires Sidekiq v6+' unless Sidekiq::VERSION.split('.').first.to_i >= 6
+
+#     config = if Sidekiq::VERSION.split('.').first.to_i >= 7
+#       Sidekiq.default_configuration
+#     else
+#       Sidekiq
+#     end
+
+#     death_handlers = if config.respond_to?(:death_handlers)
+#       config.death_handlers
+#     else
+#       config[:death_handlers] || []
+#     end
+
+#     nr_death_handler_found = death_handlers.any? do |handler|
+#       handler.is_a?(Proc) && handler.source_location&.first&.include?('newrelic')
+#     end
+
+#     assert nr_death_handler_found,
+#       'Expected NewRelic death_handler to be registered when sidekiq.ignore_retry_errors is true'
+#   end
+
+#   def test_basic_job_execution_still_works
+#     segment = run_job
+
+#     assert_predicate segment, :finished?
+#     assert_predicate segment, :record_metrics?
+#     assert_kind_of Float, segment.duration
+#   end
+# end
diff --git a/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/Envfile b/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/Envfile
new file mode 100644
index 0000000000..99ae775438
--- /dev/null
+++ b/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/Envfile
@@ -0,0 +1,19 @@
+# This file is distributed under New Relic's license terms.
+# See https://github.com/newrelic/newrelic-ruby-agent/blob/main/LICENSE for complete details.
+# frozen_string_literal: true
+
+SIDEKIQ_VERSIONS = [
+  [nil, 3.2],
+  ['7.3.9', 2.7],
+  ['6.4.0', 2.5],
+  ['5.0.3', 2.4, 2.5]
+]
+
+def gem_list(sidekiq_version = nil)
+  <<-RB
+    gem 'sidekiq'#{sidekiq_version}
+    gem 'newrelic_rpm', :require => false, :path => File.expand_path('../../../../')
+  RB
+end
+
+create_gemfiles(SIDEKIQ_VERSIONS)
diff --git a/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/config/newrelic.yml b/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/config/newrelic.yml
new file mode 100644
index 0000000000..2f1caa7b47
--- /dev/null
+++ b/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/config/newrelic.yml
@@ -0,0 +1,21 @@
+---
+development:
+  error_collector:
+    enabled: true
+  apdex_t: 0.5
+  monitor_mode: true
+  license_key: bootstrap_newrelic_admin_license_key_000
+  app_name: test
+  ca_bundle_path: ../../../config/test.cert.crt
+  app_name: test
+  host: localhost
+  api_host: localhost
+  port: <%= $collector && $collector.port %>
+  transaction_tracer:
+    record_sql: obfuscated
+    enabled: true
+    stack_trace_threshold: 0.5
+    transaction_threshold: 1.0
+  capture_params: false
+  log_file_path: log
+  sidekiq.ignore_retry_errors: true
diff --git a/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/sidekiq_ignore_retry_errors_enabled_test.rb b/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/sidekiq_ignore_retry_errors_enabled_test.rb
new file mode 100644
index 0000000000..d553d8fe2c
--- /dev/null
+++ b/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/sidekiq_ignore_retry_errors_enabled_test.rb
@@ -0,0 +1,68 @@
+# This file is distributed under New Relic's license terms.
+# See https://github.com/newrelic/newrelic-ruby-agent/blob/main/LICENSE for complete details.
+# frozen_string_literal: true
+
+require_relative 'sidekiq_test_helpers'
+
+# On startup, Sidekiq instrumentation registers error and death handlers
+# based on the value of the 'sidekiq.ignore_retry_errors'. Because of this,
+# we need to have separate enabled/disabled test suites to test both cases.
+class SidekiqIgnoreRetryErrorEnabledTest < Minitest::Test
+  include SidekiqTestHelpers
+
+  def test_error_handlers_not_registered_when_sidekiq_ignore_retry_errors_is_true
+    # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
+    skip 'Test requires Sidekiq v6+' unless Sidekiq::VERSION.split('.').first.to_i >= 6
+
+    config = if Sidekiq::VERSION.split('.').first.to_i >= 7
+      Sidekiq.default_configuration
+    else
+      Sidekiq
+    end
+
+    error_handlers = if config.respond_to?(:error_handlers)
+      config.error_handlers
+    else
+      config[:error_handlers] || []
+    end
+
+    nr_error_handler_found = error_handlers.any? do |handler|
+      handler.is_a?(Proc) && handler.source_location&.first&.include?('newrelic')
+    end
+
+    refute nr_error_handler_found,
+      'Expected NewRelic error_handler to NOT be registered when sidekiq.ignore_retry_errors is true'
+  end
+
+  def test_death_handlers_registered_when_sidekiq_ignore_retry_errors_is_true
+    # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
+    skip 'Test requires Sidekiq v6+' unless Sidekiq::VERSION.split('.').first.to_i >= 6
+
+    config = if Sidekiq::VERSION.split('.').first.to_i >= 7
+      Sidekiq.default_configuration
+    else
+      Sidekiq
+    end
+
+    death_handlers = if config.respond_to?(:death_handlers)
+      config.death_handlers
+    else
+      config[:death_handlers] || []
+    end
+
+    nr_death_handler_found = death_handlers.any? do |handler|
+      handler.is_a?(Proc) && handler.source_location&.first&.include?('newrelic')
+    end
+
+    assert nr_death_handler_found,
+      'Expected NewRelic death_handler to be registered when sidekiq.ignore_retry_errors is true'
+  end
+
+  def test_basic_job_execution_still_works
+    segment = run_job
+
+    assert_predicate segment, :finished?
+    assert_predicate segment, :record_metrics?
+    assert_kind_of Float, segment.duration
+  end
+end
diff --git a/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/sidekiq_test_helpers.rb b/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/sidekiq_test_helpers.rb
new file mode 100644
index 0000000000..0d05468530
--- /dev/null
+++ b/test/multiverse/suites/sidekiq_ignore_retry_errors_enabled/sidekiq_test_helpers.rb
@@ -0,0 +1,90 @@
+# This file is distributed under New Relic's license terms.
+# See https://github.com/newrelic/newrelic-ruby-agent/blob/main/LICENSE for complete details.
+# frozen_string_literal: true
+
+require 'sidekiq'
+require 'sidekiq/cli'
+require 'newrelic_rpm'
+
+class NRDeadEndJob
+  # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
+  if Sidekiq::VERSION.split('.').first.to_i >= 6
+    include Sidekiq::Job
+  else
+    include Sidekiq::Worker
+  end
+
+  sidekiq_options retry: 5
+
+  COMPLETION_VAR = :@@nr_job_complete
+  ERROR_MESSAGE = 'kaboom'
+
+  def perform(*args)
+    raise ERROR_MESSAGE if args.first.is_a?(Hash) && args.first['raise_error']
+  ensure
+    self.class.class_variable_set(COMPLETION_VAR, true)
+  end
+end
+
+module SidekiqTestHelpers
+  def run_job(*args)
+    segments = nil
+    in_transaction do |txn|
+      NRDeadEndJob.perform_async(*args)
+      process_queued_jobs
+      segments = txn.segments.select { |s| s.name.eql?('Nested/OtherTransaction/SidekiqJob/NRDeadEndJob/perform') }
+    end
+
+    assert_equal 1, segments.size, "Expected to find a single Sidekiq job segment, found #{segments.size}"
+    segments.first
+  end
+
+  def run_job_and_get_attributes(*args)
+    run_job(*args).attributes.agent_attributes_for(NewRelic::Agent::AttributeFilter::DST_TRANSACTION_TRACER)
+  end
+
+  def process_queued_jobs
+    NRDeadEndJob.class_variable_set(NRDeadEndJob::COMPLETION_VAR, false)
+    config = cli.instance_variable_defined?(:@config) ? cli.instance_variable_get(:@config) : Sidekiq.options
+
+    # TODO: MAJOR VERSION - remove this when Sidekiq v5 is no longer supported
+    require 'sidekiq/launcher' if Sidekiq::VERSION.split('.').first.to_i < 6
+
+    launcher = Sidekiq::Launcher.new(config)
+    launcher.run
+    Timeout.timeout(5) do
+      sleep 0.01 until NRDeadEndJob.class_variable_get(NRDeadEndJob::COMPLETION_VAR)
+    end
+
+    # TODO: MAJOR VERSION - Sidekiq v7 is fine with launcher.stop, but v5 and v6
+    #                       need the Manager#quiet call
+    if launcher.instance_variable_defined?(:@manager)
+      launcher.instance_variable_get(:@manager).quiet
+    else
+      launcher.stop
+    end
+  end
+
+  def cli
+    @@cli ||= begin
+      cli = Sidekiq::CLI.instance
+      cli.parse(['--require', File.absolute_path(__FILE__), '--queue', 'default,1'])
+      cli.logger.instance_variable_get(:@logdev).instance_variable_set(:@dev, File.new('/dev/null', 'w'))
+      ensure_sidekiq_config(cli)
+      cli
+    end
+  end
+
+  def ensure_sidekiq_config(cli)
+    return unless Sidekiq::VERSION.split('.').first.to_i >= 7
+    return unless cli.respond_to?(:config)
+    return unless cli.config.nil?
+
+    require 'sidekiq/config'
+    cli.instance_variable_set(:@config, ::Sidekiq::Config.new)
+  end
+
+  def flatten(object)
+    NewRelic::Agent::AttributeProcessing.flatten_and_coerce(object, 'job.sidekiq.args')
+  end
+end