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!