diff --git a/manifests/ruby.yml b/manifests/ruby.yml
index db08f4c4cab..ed3fa1e20b4 100644
--- a/manifests/ruby.yml
+++ b/manifests/ruby.yml
@@ -2269,35 +2269,7 @@ manifest:
     - declaration: missing_feature (app-started not sent)
       component_version: <1.22.0
   tests/test_telemetry.py::Test_Telemetry::test_telemetry_message_has_datadog_container_id: "irrelevant (cgroup in weblog is 0::/, so this test can't work)"
-  tests/test_telemetry.py::Test_TelemetryEnhancedConfigReporting:  # Modified by easy win activation script
-    - weblog_declaration:
-        '*': missing_feature
-        rails52: '>=2.24.0'
-        rails80: '>=2.24.0'
-        uds-rails: '>=2.24.0'
-        rails61: '>=2.24.0'
-        uds-sinatra: '>=2.24.0'
-        rails72: '>=2.24.0'
-        sinatra41: '>=2.24.0'
-        sinatra14: '>=2.24.0'
-        rack: '>=2.24.0'
-        sinatra32: '>=2.24.0'
-        sinatra22: '>=2.24.0'
-        rails42: '>=2.24.0'
-  tests/test_telemetry.py::Test_TelemetryEnhancedConfigReporting::test_telemetry_enhanced_config_reporting_precedence:  # Created by easy win activation script
-    - weblog_declaration:
-        rails42: missing_feature
-        uds-rails: missing_feature
-        sinatra22: missing_feature
-        rails72: missing_feature
-        rails61: missing_feature
-        rails52: missing_feature
-        sinatra32: missing_feature
-        rack: missing_feature
-        sinatra41: missing_feature
-        sinatra14: missing_feature
-        rails80: missing_feature
-        uds-sinatra: missing_feature
+  tests/test_telemetry.py::Test_TelemetryEnhancedConfigReporting: v2.31.0-dev
   tests/test_telemetry.py::Test_TelemetrySCAEnvVar: missing_feature
   tests/test_telemetry.py::Test_TelemetryV2: v1.11
   tests/test_telemetry.py::Test_TelemetryV2::test_config_telemetry_completeness: irrelevant (This test causes too many friction. It has been replaced by alerts on slack channels)
diff --git a/tests/test_telemetry.py b/tests/test_telemetry.py
index 9b7f436b8e5..c4e31ae7ed5 100644
--- a/tests/test_telemetry.py
+++ b/tests/test_telemetry.py
@@ -622,6 +622,14 @@ class Test_TelemetryEnhancedConfigReporting:
                 {"origin": "env_var", "value": "false"},
             ],
         },
+        "ruby": {
+            "name": "DD_LOGS_INJECTION",
+            "precedence": [
+                {"origin": "default", "value": True},
+                {"origin": "env_var", "value": False},
+                {"origin": "code", "value": True},
+            ],
+        },
     }
 
     def test_telemetry_events_seq_id(self):
diff --git a/utils/build/docker/ruby/rack/config.ru b/utils/build/docker/ruby/rack/config.ru
index aa51e3d5417..57598375f38 100644
--- a/utils/build/docker/ruby/rack/config.ru
+++ b/utils/build/docker/ruby/rack/config.ru
@@ -19,6 +19,7 @@ require 'datadog/kit/appsec/events/v2'
 
 Datadog.configure do |c|
   c.diagnostics.debug = true
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
   if c.respond_to?(:tracing)
     c.tracing.instrument :rack
   else
diff --git a/utils/build/docker/ruby/rails42/config/initializers/datadog.rb b/utils/build/docker/ruby/rails42/config/initializers/datadog.rb
index fc32fecafaa..916ebb12103 100644
--- a/utils/build/docker/ruby/rails42/config/initializers/datadog.rb
+++ b/utils/build/docker/ruby/rails42/config/initializers/datadog.rb
@@ -1,6 +1,7 @@
 Datadog.configure do |c|
   c.diagnostics.debug = true
   c.appsec.instrument :active_record
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 end
 
 # Send non-web init event
diff --git a/utils/build/docker/ruby/rails52/config/initializers/datadog.rb b/utils/build/docker/ruby/rails52/config/initializers/datadog.rb
index dc97c3d9114..64aad9d4ca9 100644
--- a/utils/build/docker/ruby/rails52/config/initializers/datadog.rb
+++ b/utils/build/docker/ruby/rails52/config/initializers/datadog.rb
@@ -1,6 +1,7 @@
 Datadog.configure do |c|
   c.diagnostics.debug = true
   c.appsec.instrument :active_record
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 end
 
 # Send non-web init event
diff --git a/utils/build/docker/ruby/rails61/config/initializers/datadog.rb b/utils/build/docker/ruby/rails61/config/initializers/datadog.rb
index dc97c3d9114..64aad9d4ca9 100644
--- a/utils/build/docker/ruby/rails61/config/initializers/datadog.rb
+++ b/utils/build/docker/ruby/rails61/config/initializers/datadog.rb
@@ -1,6 +1,7 @@
 Datadog.configure do |c|
   c.diagnostics.debug = true
   c.appsec.instrument :active_record
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 end
 
 # Send non-web init event
diff --git a/utils/build/docker/ruby/rails72/config/initializers/datadog.rb b/utils/build/docker/ruby/rails72/config/initializers/datadog.rb
index 49401b91173..3df112f7ab8 100644
--- a/utils/build/docker/ruby/rails72/config/initializers/datadog.rb
+++ b/utils/build/docker/ruby/rails72/config/initializers/datadog.rb
@@ -4,6 +4,7 @@
 Datadog.configure do |c|
   c.diagnostics.debug = true
   c.appsec.instrument :active_record
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 
   # Trace logging should be enabled with general tracer debugging,
   # but it seems the tracer debugging is not enabled via the environment
diff --git a/utils/build/docker/ruby/rails80/config/initializers/datadog.rb b/utils/build/docker/ruby/rails80/config/initializers/datadog.rb
index e62b394952f..6aa44bf1248 100644
--- a/utils/build/docker/ruby/rails80/config/initializers/datadog.rb
+++ b/utils/build/docker/ruby/rails80/config/initializers/datadog.rb
@@ -1,6 +1,7 @@
 Datadog.configure do |c|
   c.diagnostics.debug = true
   c.appsec.instrument :active_record
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 
   # Trace logging should be enabled with general tracer debugging,
   # but it seems the tracer debugging is not enabled via the environment
diff --git a/utils/build/docker/ruby/sinatra14/app.rb b/utils/build/docker/ruby/sinatra14/app.rb
index 25ba4ba4c3b..16f55679c62 100644
--- a/utils/build/docker/ruby/sinatra14/app.rb
+++ b/utils/build/docker/ruby/sinatra14/app.rb
@@ -14,6 +14,7 @@
 
 Datadog.configure do |c|
   c.diagnostics.debug = true
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 
   c.use :sinatra, service_name: ENV.fetch('DD_SERVICE', 'sinatra') unless c.respond_to?(:tracing)
 end
diff --git a/utils/build/docker/ruby/sinatra22/app.rb b/utils/build/docker/ruby/sinatra22/app.rb
index fcbe762b5fe..d82077e2a7f 100644
--- a/utils/build/docker/ruby/sinatra22/app.rb
+++ b/utils/build/docker/ruby/sinatra22/app.rb
@@ -14,6 +14,7 @@
 
 Datadog.configure do |c|
   c.diagnostics.debug = true
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 
   c.use :sinatra, service_name: ENV.fetch('DD_SERVICE', 'sinatra') unless c.respond_to?(:tracing)
 end
diff --git a/utils/build/docker/ruby/sinatra32/app.rb b/utils/build/docker/ruby/sinatra32/app.rb
index fcbe762b5fe..d82077e2a7f 100644
--- a/utils/build/docker/ruby/sinatra32/app.rb
+++ b/utils/build/docker/ruby/sinatra32/app.rb
@@ -14,6 +14,7 @@
 
 Datadog.configure do |c|
   c.diagnostics.debug = true
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 
   c.use :sinatra, service_name: ENV.fetch('DD_SERVICE', 'sinatra') unless c.respond_to?(:tracing)
 end
diff --git a/utils/build/docker/ruby/sinatra41/app.rb b/utils/build/docker/ruby/sinatra41/app.rb
index eff5bc485c8..b6d7d4eb34e 100644
--- a/utils/build/docker/ruby/sinatra41/app.rb
+++ b/utils/build/docker/ruby/sinatra41/app.rb
@@ -14,6 +14,7 @@
 
 Datadog.configure do |c|
   c.diagnostics.debug = true
+  c.tracing.log_injection = true if ENV['CONFIG_CHAINING_TEST'] == 'true'
 
   c.use :sinatra, service_name: ENV.fetch('DD_SERVICE', 'sinatra') unless c.respond_to?(:tracing)
 end