diff --git a/src/test/initialize.ts b/src/test/initialize.ts
index add1d8624461..487860410bf0 100644
--- a/src/test/initialize.ts
+++ b/src/test/initialize.ts
@@ -31,6 +31,10 @@ export async function initializePython() {
 
 export async function initialize(): Promise<IExtensionTestApi> {
     await initializePython();
+
+    const pythonConfig = vscode.workspace.getConfiguration('python');
+    await pythonConfig.update('experiments.optInto', ['All'], vscode.ConfigurationTarget.Global);
+    await pythonConfig.update('experiments.optOutFrom', [], vscode.ConfigurationTarget.Global);
     const api = await activateExtension();
     if (!IS_SMOKE_TEST) {
         // When running smoke tests, we won't have access to these.
diff --git a/src/test/smoke/smartSend.smoke.test.ts b/src/test/smoke/smartSend.smoke.test.ts
index e69de29bb2d1..20ec70af9b5b 100644
--- a/src/test/smoke/smartSend.smoke.test.ts
+++ b/src/test/smoke/smartSend.smoke.test.ts
@@ -0,0 +1,83 @@
+import * as vscode from 'vscode';
+import * as path from 'path';
+import * as fs from 'fs-extra';
+import { assert } from 'chai';
+import { EXTENSION_ROOT_DIR_FOR_TESTS, IS_SMOKE_TEST } from '../constants';
+import { closeActiveWindows, initialize, initializeTest } from '../initialize';
+import { openFile, waitForCondition } from '../common';
+
+suite('Smoke Test: Run Smart Selection and Advance Cursor', () => {
+    suiteSetup(async function () {
+        if (!IS_SMOKE_TEST) {
+            return this.skip();
+        }
+        await initialize();
+        return undefined;
+    });
+
+    setup(initializeTest);
+    suiteTeardown(closeActiveWindows);
+    teardown(closeActiveWindows);
+
+    test('Smart Send', async () => {
+        const file = path.join(
+            EXTENSION_ROOT_DIR_FOR_TESTS,
+            'src',
+            'testMultiRootWkspc',
+            'smokeTests',
+            'create_delete_file.py',
+        );
+        const outputFile = path.join(
+            EXTENSION_ROOT_DIR_FOR_TESTS,
+            'src',
+            'testMultiRootWkspc',
+            'smokeTests',
+            'smart_send_smoke.txt',
+        );
+
+        await fs.remove(outputFile);
+
+        const textDocument = await openFile(file);
+
+        if (vscode.window.activeTextEditor) {
+            const myPos = new vscode.Position(0, 0);
+            vscode.window.activeTextEditor!.selections = [new vscode.Selection(myPos, myPos)];
+        }
+        await vscode.commands
+            .executeCommand<void>('python.execSelectionInTerminal', textDocument.uri)
+            .then(undefined, (err) => {
+                assert.fail(`Something went wrong running the Python file in the terminal: ${err}`);
+            });
+
+        const checkIfFileHasBeenCreated = () => fs.pathExists(outputFile);
+        await waitForCondition(checkIfFileHasBeenCreated, 10_000, `"${outputFile}" file not created`);
+
+        await vscode.commands
+            .executeCommand<void>('python.execSelectionInTerminal', textDocument.uri)
+            .then(undefined, (err) => {
+                assert.fail(`Something went wrong running the Python file in the terminal: ${err}`);
+            });
+        await vscode.commands
+            .executeCommand<void>('python.execSelectionInTerminal', textDocument.uri)
+            .then(undefined, (err) => {
+                assert.fail(`Something went wrong running the Python file in the terminal: ${err}`);
+            });
+
+        async function wait() {
+            return new Promise<void>((resolve) => {
+                setTimeout(() => {
+                    resolve();
+                }, 10000);
+            });
+        }
+
+        await wait();
+
+        const deletedFile = !(await fs.pathExists(outputFile));
+        if (deletedFile) {
+            assert.ok(true, `"${outputFile}" file has been deleted`);
+        } else {
+            assert.fail(`"${outputFile}" file still exists`);
+        }
+    });
+});