Scott Galloway's 4th Grade Crush Surprises Him

In this episode, listeners are treated to a delightful trip down memory lane as Scott Galloway reconnects with his fourth-grade crush, Debbie Brewbaker. The atmosphere is electric as Scott unveils a childhood photo of himself practicing Taekwondo, prompting laughter and a wave of nostalgia.

As the lights come up, the playful banter begins. Debbie, who hasn’t seen Scott in 50 years, shares charming anecdotes from their school days, including their shared brilliance that had them skipping grades for math and English. The chemistry between them is palpable, with Scott teasingly recalling how he never quite made a move during their childhood escapades, including a memorable night spent in a camper.

The episode takes a heartwarming turn when Debbie reveals that her stepsister is a huge fan of Scott’s podcast, Pivot, and how this connection brought her to the event. Their light-hearted repartee not only showcases their shared history but also highlights the unexpected ways in which past relationships can resurface and evolve over time.

Listeners will find themselves laughing and reminiscing about their own childhood crushes, making this episode a perfect blend of humor, nostalgia, and the joy of reconnecting with old friends. It's a reminder that sometimes, the past can bring a smile to the present, and that connections made in childhood can still resonate decades later.