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July 10, 2025 73 mins

The Bumbling Golfer is back, and this time he’s not just bringing good vibes—he’s bringing an unreal golf adventure: playing 1 round of golf in 3 countries across North America in 1 day.

John walks us through how this wild idea was sparked by his motorcycle-riding buddy Troy, a man who thrives on big challenges. Initially planning a multi-state New England trip, John was encouraged by Troy—and challenged by his wife—to think bigger, smarter, and logistically tighter. After some initial pushback and emotional debates, John landed on a plan: start in Canada, fly to San Diego, and finish in Mexico.

The journey kicked off at Pickering Glen outside Toronto. Despite initial resistance from several courses and forums telling him it was impossible, Pickering Glen rolled out the red carpet. The staff prepped the course the night before, showed up before sunrise, and made sure everything—from the cart to the ball—was waiting for John. He teed off at 5:15 AM EST, and finished his final hole at approximately 8:30pm PST or 11:30pm EST.

Beyond the golf, this episode highlights John's emotional journey: from almost giving up to making memories he’ll never forget. He touches on the power of encouragement, the value of supportive friendships and family, and the thrill of chasing an outlandish dream and making it real.

https://www.youtube.com/channel/UC494q0frpY7hnZ--n2KFBMQ

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