If the Pin to Start context menu item is not working or is missing in Windows 11/10, then you have to change Group Policy or Registry setting.

If you want to remove Pin to Start from the right-click context menu in Windows 11/10, then delete the PintoStartScreen Registry key.

Windows 10 includes a well-hidden option that gives you quick access to common folders. This secret shortcut list appears on the left of the Start menu. Here's how to customize that list.

To pin Cortana to your Start screen, simply navigate to the app listing and long press on the Cortana icon. A menu will pop up with a ‘pin to start’ option.