Ted Lasso gives each player on the team a book, presumably to help each of them embrace their role within the team. This was a tactic employed by legendary NBA coach Phil Jackson. The books whose title is visible in the scene are: Sam - Ender's Game; Jamie - The Beautiful and Damned (which he tosses); Robbie - Miss Peregrine's Home for Peculiar Children; Roy - A Wrinkle in Time (further mentioned later on).
The waiter at the restaurant, Ollie, is the same Ollie who picked Ted and Coach Beard up at the airport in the first episode.