diff --git a/hubspot_xpro/api.py b/hubspot_xpro/api.py
index 1311f7c194..1ea5d3ba32 100644
--- a/hubspot_xpro/api.py
+++ b/hubspot_xpro/api.py
@@ -210,6 +210,17 @@ def sync_contact_hubspot_ids_to_db():
                 alt_email_q |= Q(email__iexact=alt_email)
             user = User.objects.filter(alt_email_q).first()
         if user:
+            # Skip if this hubspot_id is already mapped to a different user
+            existing = (
+                HubspotObject.objects.filter(
+                    content_type=content_type,
+                    hubspot_id=contact.id,
+                )
+                .exclude(object_id=user.id)
+                .exists()
+            )
+            if existing:
+                continue
             HubspotObject.objects.update_or_create(
                 content_type=content_type,
                 object_id=user.id,
@@ -332,6 +343,8 @@ def sync_deal_line_hubspot_ids_to_db(order, hubspot_order_id) -> bool:
 
     matches = 0
     expected_matches = 1 if is_b2b else order.lines.count()
+    if not line_items:
+        return False
     if is_b2b or len(line_items) == 1:
         HubspotObject.objects.update_or_create(
             content_type=ContentType.objects.get_for_model(order_line),
diff --git a/hubspot_xpro/tasks.py b/hubspot_xpro/tasks.py
index 8ba716c619..35930b6ecf 100644
--- a/hubspot_xpro/tasks.py
+++ b/hubspot_xpro/tasks.py
@@ -378,9 +378,16 @@ def batch_create_hubspot_objects_chunked(
                 errored_chunks.append(still_failed)
         time.sleep(settings.HUBSPOT_TASK_DELAY / 1000)
     if errored_chunks:
-        raise ApiException(
-            status=last_error_status,
-            reason=f"Batch hubspot create failed for the following chunks: {errored_chunks}",
+        if last_error_status == 429:  # noqa: PLR2004
+            raise ApiException(
+                status=last_error_status,
+                reason=f"Batch hubspot create failed for the following chunks: {errored_chunks}",
+            )
+        log.error(
+            "Batch hubspot create failed for type %s, chunks: %s (status %s)",
+            hubspot_type,
+            errored_chunks,
+            last_error_status,
         )
     return created_ids
 
diff --git a/hubspot_xpro/tasks_test.py b/hubspot_xpro/tasks_test.py
index a28847e5bc..171eb2e012 100644
--- a/hubspot_xpro/tasks_test.py
+++ b/hubspot_xpro/tasks_test.py
@@ -301,7 +301,7 @@ def test_batch_create_hubspot_objects_chunked(mocker, id_count):
 
 @pytest.mark.parametrize(
     "status, expected_error",  # noqa: PT006
-    [[429, TooManyRequestsException], [500, ApiException]],  # noqa: PT007
+    [[429, TooManyRequestsException], [500, None]],  # noqa: PT007
 )
 def test_batch_create_hubspot_objects_chunked_error(mocker, status, expected_error):
     """batch_create_hubspot_objects_chunked raise expected exception"""
@@ -314,12 +314,20 @@ def test_batch_create_hubspot_objects_chunked_error(mocker, status, expected_err
         side_effect=(ApiException(status=status)),
     )
     chunk = sorted([user.id for user in UserFactory.create_batch(3)])
-    with pytest.raises(expected_error):
-        tasks.batch_create_hubspot_objects_chunked(
+    if expected_error:
+        with pytest.raises(expected_error):
+            tasks.batch_create_hubspot_objects_chunked(
+                HubspotObjectType.CONTACTS.value,
+                "user",
+                chunk,
+            )
+    else:
+        result = tasks.batch_create_hubspot_objects_chunked(
             HubspotObjectType.CONTACTS.value,
             "user",
             chunk,
         )
+        assert result == []
     for item in chunk:
         mock_sync_contact.assert_any_call(item)