diff --git a/package.json b/package.json
index 1f1d40868afc..5afa6ff42ae3 100644
--- a/package.json
+++ b/package.json
@@ -146,7 +146,7 @@
                     {
                         "id": "python.selectInterpreter",
                         "title": "Select a Python Interpreter",
-                        "description": "Choose which Python interpreter/environment you want to use for your Python project.\n[Select Python Interpreter](command:python.setInterpreter)\n**Tip**: Run the ``Python: Select Interpreter`` command in the [Command Palette](command:workbench.action.showCommands).\nReload the window if you installed Python but don't see it in the list (``Developer: Reload Window`` command). ",
+                        "description": "Choose which Python interpreter/environment you want to use for your Python project.\n[Select Python Interpreter](command:python.setInterpreter)\n**Tip**: Run the ``Python: Select Interpreter`` command in the [Command Palette](command:workbench.action.showCommands).",
                         "media": {
                             "svg": "resources/walkthrough/python-interpreter-v2.svg",
                             "altText": "Selecting a python interpreter from the status bar"
diff --git a/src/client/common/constants.ts b/src/client/common/constants.ts
index 1c1064b77921..6981cf0fa146 100644
--- a/src/client/common/constants.ts
+++ b/src/client/common/constants.ts
@@ -73,6 +73,7 @@ export namespace Octicons {
     export const Gear = '$(gear)';
     export const Warning = '$(warning)';
     export const Error = '$(error)';
+    export const Lightbulb = '$(lightbulb)';
 }
 
 export const DEFAULT_INTERPRETER_SETTING = 'python';
diff --git a/src/client/interpreter/configuration/interpreterSelector/commands/setInterpreter.ts b/src/client/interpreter/configuration/interpreterSelector/commands/setInterpreter.ts
index d1be191ebfe2..f344a85765ae 100644
--- a/src/client/interpreter/configuration/interpreterSelector/commands/setInterpreter.ts
+++ b/src/client/interpreter/configuration/interpreterSelector/commands/setInterpreter.ts
@@ -15,6 +15,7 @@ import { IPlatformService } from '../../../../common/platform/types';
 import { IConfigurationService, IPathUtils, Resource } from '../../../../common/types';
 import { getIcon } from '../../../../common/utils/icons';
 import { Common, InterpreterQuickPickList } from '../../../../common/utils/localize';
+import { noop } from '../../../../common/utils/misc';
 import {
     IMultiStepInput,
     IMultiStepInputFactory,
@@ -80,6 +81,14 @@ export class SetInterpreterCommand extends BaseInterpreterSelectorCommand {
         alwaysShow: true,
     };
 
+    private wasNoPythonInstalledItemClicked = false;
+
+    private readonly tipToReloadWindow: ISpecialQuickPickItem = {
+        label: `${Octicons.Lightbulb} Reload the window if you installed Python but don't see it`,
+        detail: `Click to run \`Developer: Reload Window\` command`,
+        alwaysShow: true,
+    };
+
     constructor(
         @inject(IApplicationShell) applicationShell: IApplicationShell,
         @inject(IPathUtils) pathUtils: IPathUtils,
@@ -171,7 +180,10 @@ export class SetInterpreterCommand extends BaseInterpreterSelectorCommand {
             sendTelemetryEvent(EventName.SELECT_INTERPRETER_ENTER_OR_FIND);
             return this._enterOrBrowseInterpreterPath(input, state, suggestions);
         } else if (selection.label === this.noPythonInstalled.label) {
-            this.commandManager.executeCommand(Commands.InstallPython);
+            this.commandManager.executeCommand(Commands.InstallPython).then(noop, noop);
+            this.wasNoPythonInstalledItemClicked = true;
+        } else if (selection.label === this.tipToReloadWindow.label) {
+            this.commandManager.executeCommand('workbench.action.reloadWindow').then(noop, noop);
         } else {
             sendTelemetryEvent(EventName.SELECT_INTERPRETER_SELECTED, undefined, { action: 'selected' });
             state.path = (selection as IInterpreterQuickPickItem).path;
@@ -302,6 +314,12 @@ export class SetInterpreterCommand extends BaseInterpreterSelectorCommand {
                 if (noPyIndex !== -1) {
                     updatedItems.splice(noPyIndex, 1);
                 }
+                const tryReloadIndex = updatedItems.findIndex(
+                    (item) => isSpecialQuickPickItem(item) && item.label === this.tipToReloadWindow.label,
+                );
+                if (tryReloadIndex !== -1) {
+                    updatedItems.splice(tryReloadIndex, 1);
+                }
                 if (areItemsGrouped) {
                     addSeparatorIfApplicable(
                         updatedItems,
@@ -340,6 +358,9 @@ export class SetInterpreterCommand extends BaseInterpreterSelectorCommand {
                 });
             } else {
                 items.push(this.noPythonInstalled);
+                if (this.wasNoPythonInstalledItemClicked) {
+                    items.push(this.tipToReloadWindow);
+                }
             }
         }
     }
diff --git a/src/test/configuration/interpreterSelector/commands/setInterpreter.unit.test.ts b/src/test/configuration/interpreterSelector/commands/setInterpreter.unit.test.ts
index d51e81365015..ef73ef4cec04 100644
--- a/src/test/configuration/interpreterSelector/commands/setInterpreter.unit.test.ts
+++ b/src/test/configuration/interpreterSelector/commands/setInterpreter.unit.test.ts
@@ -135,6 +135,12 @@ suite('Set Interpreter Command', () => {
             alwaysShow: true,
         };
 
+        const tipToReloadWindow = {
+            label: `${Octicons.Lightbulb} Reload the window if you installed Python but don't see it`,
+            detail: `Click to run \`Developer: Reload Window\` command`,
+            alwaysShow: true,
+        };
+
         const refreshedItem: IInterpreterQuickPickItem = {
             description: interpreterPath,
             detail: '',
@@ -322,6 +328,26 @@ suite('Set Interpreter Command', () => {
             commandManager.verifyAll();
         });
 
+        test('Picker should reload window if corresponding item is selected', async () => {
+            const state: InterpreterStateArgs = { path: 'some path', workspace: undefined };
+            const multiStepInput = TypeMoq.Mock.ofType<IMultiStepInput<InterpreterStateArgs>>();
+            multiStepInput
+                .setup((i) => i.showQuickPick(TypeMoq.It.isAny()))
+                .returns(() => Promise.resolve((tipToReloadWindow as unknown) as QuickPickItem));
+            interpreterSelector.reset();
+            interpreterSelector
+                .setup((i) => i.getSuggestions(TypeMoq.It.isAny(), TypeMoq.It.isAny()))
+                .returns(() => []);
+            commandManager
+                .setup((c) => c.executeCommand('workbench.action.reloadWindow'))
+                .returns(() => Promise.resolve())
+                .verifiable(TypeMoq.Times.once());
+
+            await setInterpreterCommand._pickInterpreter(multiStepInput.object, state);
+
+            commandManager.verifyAll();
+        });
+
         test('Items displayed should be grouped if no refresh is going on', async () => {
             const state: InterpreterStateArgs = { path: 'some path', workspace: undefined };
             const multiStepInput = TypeMoq.Mock.ofType<IMultiStepInput<InterpreterStateArgs>>();