Holt's young son, Robby is eager to participate in the mother-son fun run at school, but his mom lives out of town. Amanda compassionately agrees to join Robby in a family fun run, forging a deeper connection. Meanwhile, Holt, realizing the strength of Amanda's character, musters the courage to ask for another shot at love. The duo embark on a romantic date with laughter and shared revelations. However, the evening takes an unexpected turn, and the once-amazing date concludes on a bitter note, leaving both Holt and Amanda grappling with unresolved emotions.