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April 22, 2025 53 mins

On this Drive & Jive installment of Raff's Brain, Rob takes listeners along for a candid, caffeinated drive to Shepherdstown, WV, to visit Shepherd University with his niece. This road trip turns into a full-blown stream-of-consciousness odyssey—touching on college admissions madness, Waze loyalty, West Virginia nostalgia, and creative inspiration from filmmaker Robert Rodriguez. He reflects on his missed opportunity to become a Golden Horseshoe winner and an Eagle Scout, dreams up new winery concepts, and even analyzes the proper etiquette of supermarket checkout lines. Classic Raffety—thoughtful, funny, and oddly educational.

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Episode Outline:

  • Driving to Shepherdstown for a college tour
  • Reflections on high school GPA systems and the inflation of grades
  • Waze as superior GPS + the trade-off of privacy
  • Business buzzwords that bug Rob (leverage, flywheel, ROI)
  • Thoughts on launching a winery — fantasy vs. reality
  • The podcast that inspired Rob: Lex Fridman x Robert Rodriguez
  • The battle to start and finish creative projects
  • Regrets: No Golden Horseshoe, no Eagle Scout
  • Tales from West Virginia traffic and wine country
  • Supermarket strategy and checkout line decorum
  • Final arrival at Shepherd University: a moment of punctual pride

CHECK OUT THIS INSPIRING EPISODE OF THE LEX FRIDMAN PODCAST FEAT. ROBERT RODRIGUEZ! 

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