Autorun the PortableApps Platform by inserting the USB-Drive.

You can use the PortableApps.com Platform Autorun utility here: https://portableapps.com/node/13770

Place it on the local machine and configure it to run at Windows startup.

Windows itself removed the ability to automatically run content from USB drives when Windows 7 was launched years ago. Windows XP and Vista got a security patch to do the same.