The Learning Leader Show With Ryan Hawk

676: Jesse Cole (Owner, Savannah Bananas) - The Beauty of Obsession, Building a Fans First World, Walt Disney, Mr. Beast, Radical Transparency (Opening the Books), Do the Opposite of Normal, Turning a $6M Mistake Into a Moment, and Creating Banana World

60 snips
Feb 23, 2026
Jesse Cole, entrepreneur and founder of the Savannah Bananas, turned baseball into a fans-first entertainment juggernaut. He talks about obsessing over every rep and ritual to make shows unforgettable. He explains radical transparency by opening the books, turning a $6M mistake into an opportunity, and dreaming big with Banana Land and tours. He shares why doing the opposite of normal fuels growth and culture.
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ANECDOTE

From $1.8M Debt To Believing The Impossible

  • Jesse went from $1.8M in debt and sleeping on an air mattress to building a billion-dollar fans-first business.
  • He and his team believed early audacious goals like selling out Fenway and endured brutal first tours to learn and improve.
INSIGHT

Make Fan Experience The North Star

  • Start every strategy with the fan experience rather than what's best for the business.
  • Jesse cites Walt Disney and Sam Walton as models: control the experience, invest in non-revenue things, and go where others won't.
ADVICE

Experiment With Extended Fan Experiences

  • Design experiences that scale: test multi-day events to learn continuous entertainment mechanics.
  • Banana Land at Sea cruises taught them nonstop entertainment without baseball, informing future large-scale fan experiences.
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