diff --git a/CHANGELOG.md b/CHANGELOG.md
index 5a9a994a..c60b6195 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,8 @@
 
 ## Unreleased
 
+- Added Status Logger
+    ([#217](https://github.com/microsoft/ApplicationInsights-Python/pull/217))
 - Added Diagnostic Logging for App Service
     ([#212](https://github.com/microsoft/ApplicationInsights-Python/pull/212))
 - Updated main and distro READMEs
diff --git a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostics/__init__.py b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostics/__init__.py
new file mode 100644
index 00000000..e69de29b
diff --git a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostic_logging.py b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostics/_diagnostic_logging.py
similarity index 97%
rename from azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostic_logging.py
rename to azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostics/_diagnostic_logging.py
index 1796f7bd..e0f3ad4c 100644
--- a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostic_logging.py
+++ b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostics/_diagnostic_logging.py
@@ -27,9 +27,6 @@
     if _SUBSCRIPTION_ID_ENV_VAR
     else None
 )
-_opentelemetry_logger = logging.getLogger(
-    _OPENTELEMETRY_DIAGNOSTIC_LOGGER_NAME
-)
 _logger = logging.getLogger(__name__)
 _DIAGNOSTIC_LOG_PATH = _get_log_path()
 
diff --git a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostics/_status_logger.py b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostics/_status_logger.py
new file mode 100644
index 00000000..574ec64f
--- /dev/null
+++ b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/_diagnostics/_status_logger.py
@@ -0,0 +1,54 @@
+# -------------------------------------------------------------------------
+# Copyright (c) Microsoft Corporation. All rights reserved.
+# Licensed under the MIT License. See License in the project root for
+# license information.
+# --------------------------------------------------------------------------
+
+from json import dumps
+from os import getpid, makedirs
+from os.path import exists, join
+from platform import node
+
+from azure.monitor.opentelemetry.distro._constants import (
+    _CUSTOMER_IKEY,
+    _EXTENSION_VERSION,
+    _IS_DIAGNOSTICS_ENABLED,
+    _get_log_path,
+)
+from azure.monitor.opentelemetry.distro._version import VERSION
+
+_MACHINE_NAME = node()
+_STATUS_LOG_PATH = _get_log_path(status_log_path=True)
+
+
+class AzureStatusLogger:
+    def _get_status_json(agent_initialized_successfully, pid, reason=None):
+        status_json = {
+            "AgentInitializedSuccessfully": agent_initialized_successfully,
+            "AppType": "python",
+            "MachineName": _MACHINE_NAME,
+            "PID": pid,
+            "SdkVersion": VERSION,
+            "Ikey": _CUSTOMER_IKEY,
+            "ExtensionVersion": _EXTENSION_VERSION,
+        }
+        if reason:
+            status_json["Reason"] = reason
+        return status_json
+
+    def log_status(agent_initialized_successfully, reason=None):
+        if _IS_DIAGNOSTICS_ENABLED and _STATUS_LOG_PATH:
+            pid = getpid()
+            status_json = AzureStatusLogger._get_status_json(
+                agent_initialized_successfully, pid, reason
+            )
+            if not exists(_STATUS_LOG_PATH):
+                makedirs(_STATUS_LOG_PATH)
+            # Change to be hostname and pid
+            status_logger_file_name = f"status_{_MACHINE_NAME}_{pid}.json"
+            with open(
+                join(_STATUS_LOG_PATH, status_logger_file_name), "w"
+            ) as f:
+                f.seek(0)
+                f.write(dumps(status_json))
+                f.truncate()
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 4445149b..3593471c 100644
--- a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/configurator.py
+++ b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/configurator.py
@@ -5,7 +5,7 @@
 # --------------------------------------------------------------------------
 
 
-from azure.monitor.opentelemetry.distro._diagnostic_logging import (
+from azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging import (
     AzureDiagnosticLogging,
 )
 from opentelemetry.sdk._configuration import _OTelSDKConfigurator
diff --git a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/distro.py b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/distro.py
index 703bb361..3b5b84ea 100644
--- a/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/distro.py
+++ b/azure-monitor-opentelemetry-distro/azure/monitor/opentelemetry/distro/distro.py
@@ -6,9 +6,12 @@
 import logging
 from os import environ
 
-from azure.monitor.opentelemetry.distro._diagnostic_logging import (
+from azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging import (
     AzureDiagnosticLogging,
 )
+from azure.monitor.opentelemetry.distro._diagnostics._status_logger import (
+    AzureStatusLogger,
+)
 from opentelemetry.environment_variables import (
     OTEL_METRICS_EXPORTER,
     OTEL_TRACES_EXPORTER,
@@ -34,6 +37,7 @@ def _configure(self, **kwargs) -> None:
 
 def _configure_auto_instrumentation() -> None:
     try:
+        AzureStatusLogger.log_status(False, "Distro being configured.")
         AzureDiagnosticLogging.enable(_logger)
         AzureDiagnosticLogging.enable(_opentelemetry_logger)
         # TODO: Enabled when duplicate logging issue is solved
@@ -51,10 +55,12 @@ def _configure_auto_instrumentation() -> None:
         environ.setdefault(
             OTEL_TRACES_EXPORTER, "azure_monitor_opentelemetry_exporter"
         )
+        AzureStatusLogger.log_status(True)
         _logger.info(
             "Azure Monitor OpenTelemetry Distro configured successfully."
         )
     except Exception as exc:
+        AzureStatusLogger.log_status(False, reason=exc)
         _logger.error(
             "Azure Monitor OpenTelemetry Distro failed during "
             + f"configuration: {exc}"
diff --git a/azure-monitor-opentelemetry-distro/tests/test_diagnostic_logging.py b/azure-monitor-opentelemetry-distro/tests/diagnostics/test_diagnostic_logging.py
similarity index 90%
rename from azure-monitor-opentelemetry-distro/tests/test_diagnostic_logging.py
rename to azure-monitor-opentelemetry-distro/tests/diagnostics/test_diagnostic_logging.py
index 9a9beb15..d231d07c 100644
--- a/azure-monitor-opentelemetry-distro/tests/test_diagnostic_logging.py
+++ b/azure-monitor-opentelemetry-distro/tests/diagnostics/test_diagnostic_logging.py
@@ -12,7 +12,7 @@
 from unittest import TestCase
 from unittest.mock import patch
 
-import azure.monitor.opentelemetry.distro._diagnostic_logging as diagnostic_logger
+import azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging as diagnostic_logger
 
 TEST_LOGGER_PATH = str(Path.home())
 TEST_DIAGNOSTIC_LOGGER_FILE_NAME = "test-applicationinsights-extension.log"
@@ -88,27 +88,27 @@ def set_up(
     reload(diagnostic_logger)
     assert not diagnostic_logger.AzureDiagnosticLogging._initialized
     patch(
-        "azure.monitor.opentelemetry.distro._diagnostic_logging._DIAGNOSTIC_LOG_PATH",
+        "azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging._DIAGNOSTIC_LOG_PATH",
         TEST_LOGGER_PATH,
     ).start()
     patch(
-        "azure.monitor.opentelemetry.distro._diagnostic_logging._DIAGNOSTIC_LOGGER_FILE_NAME",
+        "azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging._DIAGNOSTIC_LOGGER_FILE_NAME",
         TEST_DIAGNOSTIC_LOGGER_FILE_NAME,
     ).start()
     patch(
-        "azure.monitor.opentelemetry.distro._diagnostic_logging._CUSTOMER_IKEY",
+        "azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging._CUSTOMER_IKEY",
         TEST_CUSTOMER_IKEY,
     ).start()
     patch(
-        "azure.monitor.opentelemetry.distro._diagnostic_logging._EXTENSION_VERSION",
+        "azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging._EXTENSION_VERSION",
         TEST_EXTENSION_VERSION,
     ).start()
     patch(
-        "azure.monitor.opentelemetry.distro._diagnostic_logging.VERSION",
+        "azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging.VERSION",
         TEST_VERSION,
     ).start()
     patch(
-        "azure.monitor.opentelemetry.distro._diagnostic_logging._IS_DIAGNOSTICS_ENABLED",
+        "azure.monitor.opentelemetry.distro._diagnostics._diagnostic_logging._IS_DIAGNOSTICS_ENABLED",
         is_diagnostics_enabled,
     ).start()
     diagnostic_logger.AzureDiagnosticLogging.enable(logger)
diff --git a/azure-monitor-opentelemetry-distro/tests/diagnostics/test_status_logger.py b/azure-monitor-opentelemetry-distro/tests/diagnostics/test_status_logger.py
new file mode 100644
index 00000000..0df79142
--- /dev/null
+++ b/azure-monitor-opentelemetry-distro/tests/diagnostics/test_status_logger.py
@@ -0,0 +1,267 @@
+# -------------------------------------------------------------------------
+# Copyright (c) Microsoft Corporation. All rights reserved.
+# Licensed under the MIT License. See License in the project root for
+# license information.
+# --------------------------------------------------------------------------
+
+from json import loads
+from os.path import join
+from pathlib import Path
+from unittest import TestCase
+from unittest.mock import patch
+
+from azure.monitor.opentelemetry.distro._diagnostics._status_logger import (
+    AzureStatusLogger,
+)
+
+TEST_LOGGER_PATH = str(Path.home())
+TEST_MACHINE_NAME = "TEST_MACHINE_NAME"
+TEST_PID = 321
+TEST_STATUS_LOGGER_LOCATION = join(
+    TEST_LOGGER_PATH, f"status_{TEST_MACHINE_NAME}_{TEST_PID}.json"
+)
+TEST_OPERATION = "TEST_OPERATION"
+TEST_OPERATION = "TEST_OPERATION"
+TEST_SITE_NAME = "TEST_SITE_NAME"
+TEST_CUSTOMER_IKEY = "TEST_CUSTOMER_IKEY"
+TEST_EXTENSION_VERSION = "TEST_EXTENSION_VERSION"
+TEST_VERSION = "TEST_VERSION"
+TEST_SUBSCRIPTION_ID = "TEST_SUBSCRIPTION_ID"
+MESSAGE1 = "MESSAGE1"
+MESSAGE2 = "MESSAGE2"
+
+
+def clear_file():
+    with open(TEST_STATUS_LOGGER_LOCATION, "w") as f:
+        f.seek(0)
+        f.truncate()
+
+
+def check_file_for_messages(agent_initialized_successfully, reason=None):
+    with open(TEST_STATUS_LOGGER_LOCATION, "r") as f:
+        f.seek(0)
+        json = loads(f.readline())
+        assert (
+            json["AgentInitializedSuccessfully"]
+            == agent_initialized_successfully
+        )
+        assert json["AppType"] == "python"
+        assert json["MachineName"] == TEST_MACHINE_NAME
+        assert json["PID"] == TEST_PID
+        assert json["SdkVersion"] == TEST_VERSION
+        assert json["Ikey"] == TEST_CUSTOMER_IKEY
+        assert json["ExtensionVersion"] == TEST_EXTENSION_VERSION
+        if reason:
+            assert json["Reason"] == reason
+        else:
+            assert "Reason" not in json
+        assert not f.read()
+
+
+def check_file_is_empty():
+    with open(TEST_STATUS_LOGGER_LOCATION, "r") as f:
+        f.seek(0)
+        assert not f.read()
+
+
+class TestStatusLogger(TestCase):
+    def setUp(self) -> None:
+        clear_file()
+
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._STATUS_LOG_PATH",
+        TEST_LOGGER_PATH,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._CUSTOMER_IKEY",
+        TEST_CUSTOMER_IKEY,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._EXTENSION_VERSION",
+        TEST_EXTENSION_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.VERSION",
+        TEST_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._IS_DIAGNOSTICS_ENABLED",
+        True,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.getpid",
+        return_value=TEST_PID,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._MACHINE_NAME",
+        TEST_MACHINE_NAME,
+    )
+    def test_log_status_success(self, mock_getpid):
+        AzureStatusLogger.log_status(False, MESSAGE1)
+        AzureStatusLogger.log_status(True, MESSAGE2)
+        check_file_for_messages(True, MESSAGE2)
+
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._STATUS_LOG_PATH",
+        TEST_LOGGER_PATH,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._CUSTOMER_IKEY",
+        TEST_CUSTOMER_IKEY,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._EXTENSION_VERSION",
+        TEST_EXTENSION_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.VERSION",
+        TEST_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._IS_DIAGNOSTICS_ENABLED",
+        True,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.getpid",
+        return_value=TEST_PID,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._MACHINE_NAME",
+        TEST_MACHINE_NAME,
+    )
+    def test_log_status_failed_initialization(self, mock_getpid):
+        AzureStatusLogger.log_status(True, MESSAGE1)
+        AzureStatusLogger.log_status(False, MESSAGE2)
+        check_file_for_messages(False, MESSAGE2)
+
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._STATUS_LOG_PATH",
+        TEST_LOGGER_PATH,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._CUSTOMER_IKEY",
+        TEST_CUSTOMER_IKEY,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._EXTENSION_VERSION",
+        TEST_EXTENSION_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.VERSION",
+        TEST_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._IS_DIAGNOSTICS_ENABLED",
+        True,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.getpid",
+        return_value=TEST_PID,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._MACHINE_NAME",
+        TEST_MACHINE_NAME,
+    )
+    def test_log_status_no_reason(self, mock_getpid):
+        AzureStatusLogger.log_status(False, MESSAGE1)
+        AzureStatusLogger.log_status(True)
+        check_file_for_messages(True)
+
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._STATUS_LOG_PATH",
+        TEST_LOGGER_PATH,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._CUSTOMER_IKEY",
+        TEST_CUSTOMER_IKEY,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._EXTENSION_VERSION",
+        TEST_EXTENSION_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.VERSION",
+        TEST_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._IS_DIAGNOSTICS_ENABLED",
+        False,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.getpid",
+        return_value=TEST_PID,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._MACHINE_NAME",
+        TEST_MACHINE_NAME,
+    )
+    def test_disabled_log_status_success(self, mock_getpid):
+        AzureStatusLogger.log_status(False, MESSAGE1)
+        AzureStatusLogger.log_status(True, MESSAGE2)
+        check_file_is_empty()
+
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._STATUS_LOG_PATH",
+        TEST_LOGGER_PATH,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._CUSTOMER_IKEY",
+        TEST_CUSTOMER_IKEY,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._EXTENSION_VERSION",
+        TEST_EXTENSION_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.VERSION",
+        TEST_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._IS_DIAGNOSTICS_ENABLED",
+        False,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.getpid",
+        return_value=TEST_PID,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._MACHINE_NAME",
+        TEST_MACHINE_NAME,
+    )
+    def test_disabled_log_status_failed_initialization(self, mock_getpid):
+        AzureStatusLogger.log_status(True, MESSAGE1)
+        AzureStatusLogger.log_status(False, MESSAGE2)
+        check_file_is_empty()
+
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._STATUS_LOG_PATH",
+        TEST_LOGGER_PATH,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._CUSTOMER_IKEY",
+        TEST_CUSTOMER_IKEY,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._EXTENSION_VERSION",
+        TEST_EXTENSION_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.VERSION",
+        TEST_VERSION,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._IS_DIAGNOSTICS_ENABLED",
+        False,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger.getpid",
+        return_value=TEST_PID,
+    )
+    @patch(
+        "azure.monitor.opentelemetry.distro._diagnostics._status_logger._MACHINE_NAME",
+        TEST_MACHINE_NAME,
+    )
+    def test_disabled_log_status_no_reason(self, mock_getpid):
+        AzureStatusLogger.log_status(False, MESSAGE1)
+        AzureStatusLogger.log_status(True)
+        check_file_is_empty()