diff --git a/src/client/telemetry/index.ts b/src/client/telemetry/index.ts
index fb1cb3a96be7..2e29cd72d66c 100644
--- a/src/client/telemetry/index.ts
+++ b/src/client/telemetry/index.ts
@@ -2313,7 +2313,7 @@ export interface IEventNamePropertyMapping {
         /**
          * Whether the user launched the Terminal REPL or Native REPL
          */
-        replType: 'Terminal' | 'Native';
+        replType: 'Terminal' | 'Native' | 'manualTerminal';
     };
     /**
      * Telemetry event sent if and when user configure tests command. This command can be trigerred from multiple places in the extension. (Command palette, prompt etc.)
diff --git a/src/client/terminals/codeExecution/terminalReplWatcher.ts b/src/client/terminals/codeExecution/terminalReplWatcher.ts
index dfe89ce1dc87..bab70cb2f654 100644
--- a/src/client/terminals/codeExecution/terminalReplWatcher.ts
+++ b/src/client/terminals/codeExecution/terminalReplWatcher.ts
@@ -5,14 +5,14 @@ import { EventName } from '../../telemetry/constants';
 
 function checkREPLCommand(command: string): boolean {
     const lower = command.toLowerCase().trimStart();
-    return lower.startsWith('python') || lower.startsWith('py');
+    return lower.startsWith('python') || lower.startsWith('py ');
 }
 
 export function registerTriggerForTerminalREPL(disposables: Disposable[]): void {
     disposables.push(
         onDidStartTerminalShellExecution(async (e: TerminalShellExecutionStartEvent) => {
             if (e.execution.commandLine.isTrusted && checkREPLCommand(e.execution.commandLine.value)) {
-                sendTelemetryEvent(EventName.REPL, undefined, { replType: 'Terminal' });
+                sendTelemetryEvent(EventName.REPL, undefined, { replType: 'manualTerminal' });
             }
         }),
     );