diff --git a/app/services/ci/create_pipeline_service.rb b/app/services/ci/create_pipeline_service.rb
index 9c3cc803587ce4172ab47ffac693c03f7258b3db..eb25aeaf5a5d2bde8416d8272f835c817bf93cae 100644
--- a/app/services/ci/create_pipeline_service.rb
+++ b/app/services/ci/create_pipeline_service.rb
@@ -157,6 +157,13 @@ def build_logger
 
           duration >= LOG_MAX_CREATION_THRESHOLD
         end
+
+        l.log_when do |observations|
+          pipeline_includes_count = observations['pipeline_includes_count']
+          next false unless pipeline_includes_count
+
+          pipeline_includes_count.to_i > Gitlab::Ci::Config::External::Context::MAX_INCLUDES
+        end
       end
     end
   end
diff --git a/lib/gitlab/ci/pipeline/chain/command.rb b/lib/gitlab/ci/pipeline/chain/command.rb
index 31b130b5ab73da3ade69fc25838e3b5492b20e26..d2dc712e366a6b985680ed836a9aa974eb0fad8e 100644
--- a/lib/gitlab/ci/pipeline/chain/command.rb
+++ b/lib/gitlab/ci/pipeline/chain/command.rb
@@ -127,6 +127,10 @@ def observe_jobs_count_in_alive_pipelines
               .observe({ plan: project.actual_plan_name }, jobs_count)
           end
 
+          def observe_pipeline_includes_count(pipeline)
+            logger.observe(:pipeline_includes_count, pipeline.config_metadata&.[](:includes)&.count, once: true)
+          end
+
           def increment_pipeline_failure_reason_counter(reason)
             metrics.pipeline_failure_reason_counter
               .increment(reason: (reason || :unknown_failure).to_s)
diff --git a/lib/gitlab/ci/pipeline/chain/sequence.rb b/lib/gitlab/ci/pipeline/chain/sequence.rb
index de14791485052e5678c352e0263bd7083dd3cb52..dd097187955ca47bdfa0b2089c61da9f9023d6ad 100644
--- a/lib/gitlab/ci/pipeline/chain/sequence.rb
+++ b/lib/gitlab/ci/pipeline/chain/sequence.rb
@@ -30,6 +30,7 @@ def build!
             @command.observe_creation_duration(current_monotonic_time - @start)
             @command.observe_pipeline_size(@pipeline)
             @command.observe_jobs_count_in_alive_pipelines
+            @command.observe_pipeline_includes_count(@pipeline)
 
             @pipeline
           end
diff --git a/spec/services/ci/create_pipeline_service/logger_spec.rb b/spec/services/ci/create_pipeline_service/logger_spec.rb
index ccb15bfa68483709db4b7ea2b24ba73b8f1bb283..ecb24a610752f25212fc943e14921418b885fb74 100644
--- a/spec/services/ci/create_pipeline_service/logger_spec.rb
+++ b/spec/services/ci/create_pipeline_service/logger_spec.rb
@@ -139,5 +139,74 @@
         expect(pipeline).to be_created_successfully
       end
     end
+
+    describe 'pipeline includes count' do
+      before do
+        stub_const('Gitlab::Ci::Config::External::Context::MAX_INCLUDES', 2)
+      end
+
+      context 'when the includes count exceeds the maximum' do
+        before do
+          allow_next_instance_of(Ci::Pipeline) do |pipeline|
+            allow(pipeline).to receive(:config_metadata)
+              .and_return({ includes: [{ file: 1 }, { file: 2 }, { file: 3 }] })
+          end
+        end
+
+        it 'creates a log entry' do
+          expect(Gitlab::AppJsonLogger)
+            .to receive(:info)
+            .with(a_hash_including({ 'pipeline_includes_count' => 3 }))
+            .and_call_original
+
+          expect(pipeline).to be_created_successfully
+        end
+      end
+
+      context 'when the includes count does not exceed the maximum' do
+        before do
+          allow_next_instance_of(Ci::Pipeline) do |pipeline|
+            allow(pipeline).to receive(:config_metadata)
+              .and_return({ includes: [{ file: 1 }, { file: 2 }] })
+          end
+        end
+
+        it 'does not create a log entry but it collects the data' do
+          expect(Gitlab::AppJsonLogger).not_to receive(:info)
+          expect(pipeline).to be_created_successfully
+
+          expect(service.logger.observations_hash)
+            .to match(a_hash_including({ 'pipeline_includes_count' => 2 }))
+        end
+      end
+
+      context 'when the includes data is nil' do
+        before do
+          allow_next_instance_of(Ci::Pipeline) do |pipeline|
+            allow(pipeline).to receive(:config_metadata)
+              .and_return({})
+          end
+        end
+
+        it 'does not create a log entry' do
+          expect(Gitlab::AppJsonLogger).not_to receive(:info)
+          expect(pipeline).to be_created_successfully
+        end
+      end
+
+      context 'when the pipeline config_metadata is nil' do
+        before do
+          allow_next_instance_of(Ci::Pipeline) do |pipeline|
+            allow(pipeline).to receive(:config_metadata)
+              .and_return(nil)
+          end
+        end
+
+        it 'does not create a log entry but it collects the data' do
+          expect(Gitlab::AppJsonLogger).not_to receive(:info)
+          expect(pipeline).to be_created_successfully
+        end
+      end
+    end
   end
 end