Simon SinekWhy This Baseball Team Has a 4.2 Million Person Waitlist With Jesse Cole | A Bit of Optimism Podcast
CHAPTERS
“Win the Upper Deck”: Designing great experiences for the farthest seats
Simon and Jesse open by talking about a counterintuitive obsession: making the worst seats feel special, not just optimizing premium areas. Jesse explains why the Bananas treat every game as someone’s “first show,” especially for fans who waited years to attend.
The Bananas’ origin: building the show by thinking like a fan
Jesse shares how the concept started by putting himself in the customer’s shoes—recognizing where baseball felt slow or boring for many people. The breakthrough was treating baseball as the canvas and building an entertainment-first experience people who “don’t like baseball” would still love.
Influences: PT Barnum’s promotion + Walt Disney’s controlled experience
Jesse details the foundational inspirations behind Banana Ball—Barnum’s knack for combining novel attractions into a must-see event, and Disney’s obsession with controlling the guest journey. The focus is on engineered emotion: what people feel from arrival to departure.
A decade of experiments and failures before the breakthrough
Before Savannah Bananas became a phenomenon, Jesse describes ten years of trial, error, and quirky promotions that didn’t always work. The “failure years” were a training ground for learning what actually creates delight.
“Not for traditionalists”: Fans First, entertainment always
Jesse and Simon clarify positioning: the Bananas aren’t trying to please baseball purists. They’re building for families and people seeking fun—competing with Netflix, video games, and staying home, not with other baseball teams.
Continuous improvement system: new moments every night
Jesse describes an operational cadence that treats each game like a prototype. The team runs a nightly “Learn, Change, Plus” report and deliberately tries 15–20 never-before-seen elements each show to avoid staleness.
Joy, belonging, and a company culture people line up to join
The conversation expands from fans to the organization itself: multiple teams, touring infrastructure, and a surprising employment waitlist. Jesse frames success as a byproduct of creating remarkable experiences for players, cast, and fans alike.
Early hardship: air mattress years and the first “Fans First” proof point
Jesse recounts the near-bankruptcy beginning—selling only two tickets, selling their house, and living on $30/week groceries. The turning point is a story from opening night where an 18-year-old player instinctively demonstrates “Fans First” in a moment of grief.
Players’ second chances and lessons from the Harlem Globetrotters
Jesse explains why talented players join: many were cut or rejected from traditional pathways and find renewed purpose in Banana Ball. He contrasts their model with the Globetrotters—keeping games competitive while delivering a fresh show nightly rather than repeating a script.
Breaking the barrier: pregame immersion and the first impression ritual
Jesse outlines how the Bananas dismantle distance between athletes and fans. Gates open hours early, players greet and sign, and the organization stages a front-of-stadium show and a march that reinforces who they are playing for.
Disney-level detail and building for humans over bottom lines
Simon and Jesse trade Disney stories (garbage can spacing, ride timing) to highlight how small design choices protect the feeling. Jesse reinforces that he prioritizes human impact over financial optimization, even limiting finance meetings to keep focus on the mission.
Yellow tuxedo, permission to play, and fear of irrelevance
Jesse explains the yellow tuxedo as both Barnum-inspired showmanship and a leadership tool that grants everyone permission to have fun. He shares his deeper fear: not losing money, but losing emotional relevance and connection with people over time.
Why now: disconnection, loneliness, and the hunger for real togetherness
Simon frames the Bananas’ success as a response to modern isolation—screens, fragmented families, and rising loneliness. Jesse agrees the demand for human-to-human experiences will increase, especially as AI and digital life expand.
Accessible pricing, controlling the experience, and gratitude at scale
Jesse outlines a deliberate pricing philosophy: keep tickets attainable, fight fee-driven systems, and build alternate revenue streams like merchandise. He shares gratitude practices such as calling fans to say thank you and designing ticketing/secondary market systems to protect fairness.
Signature stories: the seven-kids father, Jesse’s childhood, and becoming “Lee Smith”
Jesse tells two defining personal narratives: a family tragedy met with extraordinary care (sparked by a thank-you phone call), and his own childhood moment of being seen by Hall of Famer Lee Smith. The episode closes with the idea that the Bananas’ mission is to repeatedly sit with the “lonely kid” and make people feel they matter.
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