When chaperoning Ben’s school field trip to a trash dump, Mickey and Alba discover that an unfamiliar young boy made his way on the bus back. The two work together to return the lost child but make it extremely difficult for themselves along the way. Meanwhile, Chip and Sabrina take advantage of Colonel’s status as a veteran, only before it comes back to bite them.
Mickey teaches Chip and his friend how to gamble, and they end up losing a large sum of money. In an attempt to win the money back, Mickey uses Sabrina's new relationship with the Junior National Women's Soccer team captain to place a bet on one of their games. Meanwhile, Jimmy becomes overly invested in the soccer team's success.
Following graduation, Mickey and Alba discover that Sabrina is having second thoughts about attending Yale. In their attempt to sway her decision, Alba finds herself heavily involved at a Yale Alumni reunion event. Meanwhile, Chip is keen on re-branding himself before he starts high school, so naturally he decides to throw a party to prove his status.