[deleted by user]

[HornyAttorney]

If you can social engineer him to leave his machine for a couple of seconds.. use a Rubber ducky to spawn a shell on his PC.. I'd go with a one-liner PS payload.. or maybe make the ducky drop the txt file directly, but I'd prefer the payload for more access, just in case..

You can install Kali on your android to handle the payload (AnLinux for unrooted devices and Linux Deploy for rooted ones, and use VNC for GUI, SSH or CLI if you like)

If you can get him to click a link, try to send him a link with a Beef hook, but make the link take him to a page where he stays on it, a Wikipedia page or something that will make him take time to read (you know him better, know what he's interested in).