diff --git a/src/extension/noConfigDebugInit.ts b/src/extension/noConfigDebugInit.ts
index 840ea3ad..f9787d76 100644
--- a/src/extension/noConfigDebugInit.ts
+++ b/src/extension/noConfigDebugInit.ts
@@ -14,6 +14,8 @@ import {
 } from 'vscode';
 import { createFileSystemWatcher, debugStartDebugging } from './utils';
 import { traceError, traceVerbose } from './common/log/logging';
+import { sendTelemetryEvent } from './telemetry';
+import { EventName } from './telemetry/constants';
 
 /**
  * Registers the configuration-less debugging setup for the extension.
@@ -84,6 +86,7 @@ export async function registerNoConfigDebug(
     // create file system watcher for the debuggerAdapterEndpointFolder for when the communication port is written
     const fileSystemWatcher = createFileSystemWatcher(new RelativePattern(tempDirPath, '**/*'));
     const fileCreationEvent = fileSystemWatcher.onDidCreate(async (uri) => {
+        sendTelemetryEvent(EventName.DEBUGGER_NO_CONFIG_DEBUGGING);
         const filePath = uri.fsPath;
         fs.readFile(filePath, (err, data) => {
             const dataParse = data.toString();
diff --git a/src/extension/telemetry/constants.ts b/src/extension/telemetry/constants.ts
index 94ff6643..e8a55d2d 100644
--- a/src/extension/telemetry/constants.ts
+++ b/src/extension/telemetry/constants.ts
@@ -24,4 +24,5 @@ export enum EventName {
     USE_REPORT_ISSUE_COMMAND = 'USE_REPORT_ISSUE_COMMAND',
     DEBUGGER_PYTHON_37_DEPRECATED = 'DEBUGGER_PYTHON_37_DEPRECATED',
     DEBUGGER_SHOW_PYTHON_INLINE_VALUES = 'DEBUGGER_SHOW_PYTHON_INLINE_VALUES',
+    DEBUGGER_NO_CONFIG_DEBUGGING = 'DEBUGGER_NO_CONFIG_DEBUGGING',
 }
diff --git a/src/extension/telemetry/index.ts b/src/extension/telemetry/index.ts
index 2aeaa406..cbd34467 100644
--- a/src/extension/telemetry/index.ts
+++ b/src/extension/telemetry/index.ts
@@ -690,4 +690,12 @@ export interface IEventNamePropertyMapping {
        "DEBUGGER_SHOW_PYTHON_INLINE_VALUES" : { "owner": "eleanorjboyd" }
      */
     [EventName.DEBUGGER_SHOW_PYTHON_INLINE_VALUES]: never | undefined;
+
+    /**
+     * Telemetry event sent when no-config debugging is used.
+     */
+    /* __GDPR__
+        "DEBUGGER_NO_CONFIG_DEBUGGING" : { "owner": "eleanorjboyd" }
+     */
+    [EventName.DEBUGGER_NO_CONFIG_DEBUGGING]: never | undefined;
 }