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Holiday Shopping Lessons Learned

Holiday Shopping Lessons Learned

Update: 2025-12-22
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A 1960s Holiday Adventure

In this festive, retro-themed episode, Craig, Kenn, Ron, and guest host Randy swap stories about holiday shopping in the 1960s. Ron and his younger brother Randy revisit one of their family’s most legendary tales—five-year-old Randy’s epic struggle to make quick decisions, thanks to his intensely analytical mind, and the surprising consequences that followed.

During a long day of shopping, their parents try motivating the kids—Ron (8), Randy (5), and Sandy (3)—with the promise of a toy at the end of the trip. While Ron and Sandy eagerly snatch up their prizes, Randy’s endless deliberation tests everyone’s patience, ultimately costing him his toy and earning him an unforgettable lesson.

Ron and Randy share several hilarious moments from childhood that highlight a young Randy’s analytical (and often comically slow) approach to decision-making.

Join us for a nostalgic, laugh-filled journey back to the days of childhood, family shopping trips, and holiday memories!

  • Boomer rating: Under the Edge.

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Holiday Shopping Lessons Learned

Holiday Shopping Lessons Learned

Boomers on the Edge