diff --git a/hrqb/utils/luigi.py b/hrqb/utils/luigi.py
index 785a92a..3ea64ab 100644
--- a/hrqb/utils/luigi.py
+++ b/hrqb/utils/luigi.py
@@ -4,6 +4,7 @@
 import logging
 
 import luigi  # type: ignore[import-untyped]
+import sentry_sdk
 from luigi.execution_summary import LuigiRunResult  # type: ignore[import-untyped]
 
 from hrqb.base.task import HRQBPipelineTask
@@ -27,8 +28,23 @@ def run_pipeline(pipeline_task: HRQBPipelineTask) -> LuigiRunResult:
     if not isinstance(pipeline_task, HRQBPipelineTask):
         message = f"{pipeline_task.name} is not a HRQBPipelineTask type task"
         raise TypeError(message)
+
     results = run_task(pipeline_task)
+
     if upsert_results := pipeline_task.aggregate_upsert_results():
         message = f"Upsert results: {json.dumps(upsert_results)}"
         logger.info(message)
+
+        if upsert_results.get("qb_upsert_errors"):
+            tasks_with_errors = [
+                task_name
+                for task_name, task_results in upsert_results.get("tasks", {}).items()
+                if task_results["errors"] is not None
+            ]
+            sentry_sdk.capture_message(
+                f"Quickbase upsert error(s) detected for tasks: {tasks_with_errors}. "
+                "Please see logs for information on specific errors encountered.",
+                level="warning",
+            )
+
     return results
diff --git a/tests/test_pipelines.py b/tests/test_pipelines.py
index c9f3c13..607c32e 100644
--- a/tests/test_pipelines.py
+++ b/tests/test_pipelines.py
@@ -1,5 +1,8 @@
+from unittest import mock
+
 import luigi
 import pytest
+import sentry_sdk
 
 from hrqb.utils.luigi import run_pipeline
 from tests.fixtures.full_annotated_pipeline import (
@@ -76,3 +79,31 @@ def test_run_pipeline_with_non_hrqbpipelinetask_type_raise_error(
         match="ExtractAnimalNames is not a HRQBPipelineTask type task",
     ):
         run_pipeline(task_extract_animal_names)
+
+
+def test_run_pipeline_no_sentry_message_with_no_upsert_errors(mocker):
+    spy_capture_message = mocker.spy(sentry_sdk, "capture_message")
+    run_pipeline(AlphaNumeric())
+    spy_capture_message.assert_not_called()
+
+
+def test_run_pipeline_send_sentry_message_on_upsert_error(mocker):
+    spy_capture_message = mocker.spy(sentry_sdk, "capture_message")
+    with mock.patch.object(
+        AlphaNumeric, "aggregate_upsert_results"
+    ) as mocked_agg_results:
+        mocked_agg_results.return_value = {
+            "tasks": {
+                "FinickyTask": {"errors": ["Error1", "Error2"]},
+                "SolidTask": {"errors": None},
+            },
+            "qb_upsert_errors": True,
+        }
+        run_pipeline(AlphaNumeric())
+
+    spy_capture_message.assert_called()
+    assert (
+        spy_capture_message.call_args[0][0]
+        == "Quickbase upsert error(s) detected for tasks: ['FinickyTask']. Please see "
+        "logs for information on specific errors encountered."
+    )