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Ever wonder what your favorite radio personalities were like in school? The first day of classes in the White Mountains brings out the good, the bad, and the hilarious as Chris Bennett welcomes a lineup of special guests to share their school-day memories and offer advice to students starting fresh.

Dave Ramsey kicks things off with a candid take on back-to-school season (spoiler: he's not a fan of those early August start dates). When pressed about his most embarrassing school moment, Dave reveals a cringe-worthy story about being taped up by seniors that will make today's freshmen feel a little better about their own anxieties. His simple advice to students—"just enjoy"—carries more wisdom than might first appear.

The show takes an unexpected turn during "Am I the Jerk Court" when Dave presides over a relationship dilemma involving skydiving dreams and spousal objections. His ruling opens up fascinating questions about personal freedom within relationships and whether some secrets might actually preserve marital harmony. Meanwhile, Paul from Beaumont doesn't hold back about his disdain for school, though he takes his defeat in the "Are You Smarter Than a Redneck" trivia segment with characteristic good humor.

Perhaps the most touching moment comes when listener Sharon calls to share how the Morning Brew helped her through the aftermath of domestic violence. Her story reminds us that sometimes laughter truly is the best medicine, and that the connections we form—even through radio—can be lifelines during our darkest times.

Whether you're sending kids back to school, reminiscing about your own student days, or simply enjoying the show's signature blend of humor and heart, this episode delivers entertainment and unexpected wisdom in equal measure. Subscribe now and join our community of early-rising laugh-seekers!