diff --git a/CHANGELOG.md b/CHANGELOG.md
index e9fc96be..643358ca 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -36,6 +36,8 @@
     ([#241](https://github.com/microsoft/ApplicationInsights-Python/pull/241))
 - Defaulting logging env var for auto-instrumentation. Added logging samples.
     ([#240](https://github.com/microsoft/ApplicationInsights-Python/pull/240))
+- Removed old log_diagnostic_error calls from configurator
+    ([#242](https://github.com/microsoft/ApplicationInsights-Python/pull/242))
 
 ## [1.0.0b8](https://github.com/microsoft/ApplicationInsights-Python/releases/tag/v1.0.0b8) - 2022-09-26
 
diff --git a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/configurator.py b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/configurator.py
index 3593471c..cd83f70f 100644
--- a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/configurator.py
+++ b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/configurator.py
@@ -5,23 +5,28 @@
 # --------------------------------------------------------------------------
 
 
+import logging
+
 from azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging import (
     AzureDiagnosticLogging,
 )
 from opentelemetry.sdk._configuration import _OTelSDKConfigurator
 
+_logger = logging.getLogger(__name__)
+
 
 class AzureMonitorConfigurator(_OTelSDKConfigurator):
     def _configure(self, **kwargs):
         try:
+            AzureDiagnosticLogging.enable(_logger)
             super()._configure(**kwargs)
         except ValueError as e:
-            AzureDiagnosticLogging.log_diagnostic_error(
-                f"The components failed to initialize due to a ValueError: {e}"
+            _logger.error(
+                f"Azure Monitor Configurator failed during configuration due to a ValueError: {e}"
             )
             raise e
         except Exception as e:
-            AzureDiagnosticLogging.log_diagnostic_error(
-                f"The components failed to initialize: {e}"
+            _logger.error(
+                f"Azure Monitor Configurator failed during configuration: {e}"
             )
             raise e