Pam has asked Jim's brothers to meet her at the restaurant early so they can help her play a prank on Jim. She is even deluding herself, at unusual length, that they'll think she is awesome. Her idea? She'll pretend to have lost her ring at school. They like the idea of pranking Jim, but want to do it a little differently. Specifically, they'll make fun of Pam for being a poor artist instead. "They came up with that idea really fast," Pam THs, a little nervously.
The road trip is getting a little long, to the point that Michael has apparently dozed off. Not that we would know this, until Michael wakes up screaming from a nightmare. Even Holly is surprised, since he was talking before. "Was I saying anything interesting?" Michael asks. "Not really," Darryl says, because why should it be any different when he's asleep? Since they're almost at the halfway point, four hours in, Michael suggests getting off the road to look for a bed and breakfast for when he and Holly meet in the middle. Next exit: five miles. Holly's down with that, and in fact seems surprisingly invested in the idea.
Jim arrives at lunch, and his brothers come in and pretend (badly) not to have seen Pam for a while. I don't know where Jim learned his pranking skills, but it clearly wasn't at home.
Darryl has pulled the truck to the side of the road, while Michael wanders along the shoulder, staring into the empty woods and imagining a hotel there, like he's going to build it himself. Once they're back in the truck, and into the fourth listen of "Life Is a Highway," Holly starts crying, although she denies it. She also denies having allergies. "Did Darryl touch you?" Michael asks quietly. Holly denies that too, but keeps crying. And Michael's going to be crying in a minute too, if he doesn't apologize to Darryl.
Later, Darryl has stopped for gas. While he's out filling the tank, Holly is breaking the news to Michael: the distance is too much, considering they've only been dating a few weeks. Michael isn't ready to let it go, but she's pretty insistent. "Don't make this harder," she asks him. Michael: "That's what she said." He THs that he's not going to go down without a fight. A whiny, needy, clingy, miserable, pathetic fight.
Dwight amps up the anti-Andy campaign with a big Cornell banner over his desk, and a bobblehead Big Red Cornell mascot, which sends Andy storming out of the bullpen while Dwight, zenlike, ignores him in favor of trying to synchronize the movement of Big Red's bobblehead with that of his own plastic effigy. Lest we forget that this is all about Angela, she has been watching this psychological skirmish with a conflicted expression on her face.