In the first act, Larry is pretty cold and skeptical of the whole Evan situation, but, after "You Will Be Found," everything changes. Larry treats Evan like the son he didn't have, and Evan sees him as a father figure. Soon after, Cynthia and Larry offer Connor's college fund to Evan. I think "To Break in a Glove" helps the audience get to that point. Also, I see the lyrics as a metaphor for and an allusion to Evan's eventual confession: "You do the hard thing, 'cause that's the right thing."