My kid read the House of the Scorpion in 6th or 7th grade, so not that.

Feed is really good, though! In a similar vein, I liked The Circle by Dave Eggers.

Tomorrow and tomorrow and tomorrow.

Agree that picking books for an adult is impossible unless you know what they like though

read The Catcher in the Rye for the first time at that very age and loved it!

It's a great idea, OP. A cell phone is not a good tool for dealing with insomnia, quite the opposite. I don't have any book recommendations, but maybe something like a magazine (which now cost as much as a book) in an area of interest? Puzzle book? Humor book? Something light that doesn't feel like a commitment in the middle of the night.

Not sure where you live but if it's convenient take him to a meal or a coffee his first night/day and swing by a bookstore. +1 if it's Kramer's or Politics and Prose or something cute. Tell him you're not leaving until he picks out 2-3 books, or get him a gift card and go browse yourself to leave him to it. Also make sure he has Netflix or similar to watch if that's his preference.