diff --git a/python_modules/dagster/dagster/_core/events/__init__.py b/python_modules/dagster/dagster/_core/events/__init__.py
index ca107f00710a0..f09e4977b7110 100644
--- a/python_modules/dagster/dagster/_core/events/__init__.py
+++ b/python_modules/dagster/dagster/_core/events/__init__.py
@@ -271,6 +271,7 @@ class RunFailureReason(Enum):
     RUN_EXCEPTION = "RUN_EXCEPTION"
     STEP_FAILURE = "STEP_FAILURE"
     JOB_INITIALIZATION_FAILURE = "JOB_INITIALIZATION_FAILURE"
+    START_TIMEOUT = "START_TIMEOUT"
     UNKNOWN = "UNKNOWN"
 
 
diff --git a/python_modules/dagster/dagster/_core/instance/__init__.py b/python_modules/dagster/dagster/_core/instance/__init__.py
index 6ee516d165418..16b58d7684c3e 100644
--- a/python_modules/dagster/dagster/_core/instance/__init__.py
+++ b/python_modules/dagster/dagster/_core/instance/__init__.py
@@ -119,6 +119,7 @@
         DagsterEventBatchMetadata,
         DagsterEventType,
         EngineEventData,
+        JobFailureData,
     )
     from dagster._core.events.log import EventLogEntry
     from dagster._core.execution.backfill import BulkActionStatus, PartitionBackfill
@@ -2541,7 +2542,10 @@ def report_run_canceled(
         return dagster_event
 
     def report_run_failed(
-        self, dagster_run: DagsterRun, message: Optional[str] = None
+        self,
+        dagster_run: DagsterRun,
+        message: Optional[str] = None,
+        job_failure_data: Optional["JobFailureData"] = None,
     ) -> "DagsterEvent":
         from dagster._core.events import DagsterEvent, DagsterEventType
 
@@ -2557,6 +2561,7 @@ def report_run_failed(
             event_type_value=DagsterEventType.PIPELINE_FAILURE.value,
             job_name=dagster_run.job_name,
             message=message,
+            event_specific_data=job_failure_data,
         )
         self.report_dagster_event(dagster_event, run_id=dagster_run.run_id, log_level=logging.ERROR)
         return dagster_event
diff --git a/python_modules/dagster/dagster/_daemon/monitoring/run_monitoring.py b/python_modules/dagster/dagster/_daemon/monitoring/run_monitoring.py
index b0ebd9a8b8bee..ebf74f4544f9a 100644
--- a/python_modules/dagster/dagster/_daemon/monitoring/run_monitoring.py
+++ b/python_modules/dagster/dagster/_daemon/monitoring/run_monitoring.py
@@ -9,7 +9,7 @@
     DagsterInstance,
     _check as check,
 )
-from dagster._core.events import DagsterEventType, EngineEventData
+from dagster._core.events import DagsterEventType, EngineEventData, JobFailureData, RunFailureReason
 from dagster._core.launcher import WorkerStatus
 from dagster._core.storage.dagster_run import (
     IN_PROGRESS_RUN_STATUSES,
@@ -53,7 +53,9 @@ def monitor_starting_run(
 
         logger.info(msg)
 
-        instance.report_run_failed(run, msg)
+        instance.report_run_failed(
+            run, msg, JobFailureData(error=None, failure_reason=RunFailureReason.START_TIMEOUT)
+        )
 
 
 def monitor_canceling_run(
diff --git a/python_modules/dagster/dagster_tests/daemon_tests/test_monitoring_daemon.py b/python_modules/dagster/dagster_tests/daemon_tests/test_monitoring_daemon.py
index 050270dbe9438..613853f35cd49 100644
--- a/python_modules/dagster/dagster_tests/daemon_tests/test_monitoring_daemon.py
+++ b/python_modules/dagster/dagster_tests/daemon_tests/test_monitoring_daemon.py
@@ -7,12 +7,12 @@
 
 import dagster._check as check
 import pytest
-from dagster._core.events import DagsterEvent, DagsterEventType
+from dagster._core.events import DagsterEvent, DagsterEventType, RunFailureReason
 from dagster._core.events.log import EventLogEntry
 from dagster._core.instance import DagsterInstance
 from dagster._core.launcher import CheckRunHealthResult, RunLauncher, WorkerStatus
 from dagster._core.storage.dagster_run import DagsterRun, DagsterRunStatus
-from dagster._core.storage.tags import MAX_RUNTIME_SECONDS_TAG
+from dagster._core.storage.tags import MAX_RUNTIME_SECONDS_TAG, RUN_FAILURE_REASON_TAG
 from dagster._core.test_utils import (
     create_run_for_test,
     create_test_daemon_workspace_context,
@@ -201,6 +201,7 @@ def test_monitor_starting(instance: DagsterInstance, logger: Logger):
     run = instance.get_run_by_id(run.run_id)
     assert run
     assert run.status == DagsterRunStatus.FAILURE
+    assert run.tags[RUN_FAILURE_REASON_TAG] == RunFailureReason.START_TIMEOUT.value
 
 
 def test_monitor_canceling(instance: DagsterInstance, logger: Logger):