diff --git a/tests/integration_tests/reporting/test_webhook_reporting.py b/tests/integration_tests/reporting/test_webhook_reporting.py
index ba5336efa114..60d9bb5386fe 100644
--- a/tests/integration_tests/reporting/test_webhook_reporting.py
+++ b/tests/integration_tests/reporting/test_webhook_reporting.py
@@ -6,9 +6,11 @@
 
 import pytest
 
+from cloudinit import lifecycle
 from tests.integration_tests.instances import IntegrationInstance
 from tests.integration_tests.util import (
     ASSETS_DIR,
+    get_feature_flag_value,
     verify_clean_boot,
     verify_clean_log,
 )
@@ -51,7 +53,18 @@ def test_webhook_reporting(client: IntegrationInstance):
         "cloud-init status --wait"
     )
     verify_clean_log(client.read_from_file("/var/log/cloud-init.log"))
-    verify_clean_boot(client)
+    version_boundary = get_feature_flag_value(
+        client, "DEPRECATION_INFO_BOUNDARY"
+    )
+    message = "Unsupported configuration: boot stage called by PID"
+    deprecation_messages = []
+    if lifecycle.should_log_deprecation("24.3", version_boundary):
+        deprecation_messages.append(message)
+    else:
+        assert client.execute(
+            f"grep 'INFO]: {message}' /var/log/cloud-init.log"
+        ).stdout.strip(), f"Did not find expected log: {message}"
+    verify_clean_boot(client, require_deprecations=deprecation_messages)
 
     server_output = client.read_from_file(
         "/var/tmp/echo_server_output"