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Whenever Bryson DeChambeau shows frustration on the course, it usually comes down to one thing—finding another weakness in his game. Sometimes it’s the golf balls he experiments with, other times it’s his wedge play, which he openly admits is his biggest struggle.

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Now, a month before facing off Rory McIlroy & co at the 2025 Ryder Cup, Bryson DeChambeau teamed up with MLB star Jason Kidd on YouTube for a challenge titled ‘Can I Break 50 with Jason Kidd? (Extreme Difficulty).’ But things didn’t go well – his ball went from one sand trap to another, and DeChambeau let out a disappointed sigh… and another complaint.

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“Life goes on,” DeChambeau begins, and Kidd replies, “Yes, it does.” Then comes the complaint: “The worst part of my game, by the way, is my wedging. And so, I challenge myself all the time on these things with my worst part of my game because I want to get better first off, and second off, I want to test myself. I want to see how awful I actually am.” 

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DeChambeau’s stats show some areas where he needs to improve. Now, midway through the season, his approach shots haven’t been great, ranking around 79th to 114th. And his short game around the green is also a bit of a struggle, ranking 111th, with a modest gain of 0.2 to 0.4 strokes. He’s had issues with his wedges before, and it looks like it’s still a work in progress.

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At The Open 2025, Bryson DeChambeau linked his problems with wedges to the ball’s flight and said he’s searching for a ball that flies straight off the tee and has more spin with his wedges. His current ball has too much spin and launch, causing it to slip up the wedge face, leading to unpredictable shots near the green.

Of course, that is a cause of concern with the Ryder Cup looming. Despite the concerns, however, DeChambeau is looking into different ways to bring his A-game at Bethpage Black. Yes, that includes trying to hit his golf ball into a… cup.

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Bryson DeChambeau is dealing with Ryder Cup pressure with an SNS challenge

With the Ryder Cup just a month away, the pressure is mounting, and Bryson DeChambeau is keeping things light with a social media challenge. It’s an unconventional way to prep, far removed from the traditional practice sessions PGA Tour pros will undergo next month, but it’s definitely a unique way for DeChambeau to stay engaged and entertained.

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His new challenge? The Bryson DeChambeau Bentley golf challenge. After acing a hole-in-one over his house in just 16 days last year, he’s now taking on an even tougher task: chipping a ping pong ball from downstairs into a tiny shot cup on his upstairs landing. If he succeeds, he’ll give away a $325,000 Bentley Continental GT to a lucky fan on Instagram Live.

The challenge, sponsored by Underdog, starts with 10 balls on Day One and will increase daily until he nails it. To sweeten the deal, DeChambeau will give $100 to fans each time he hits the ball into a marked zone around the shot cup. By Day 5, DeChambeau had already taken 50 shots, but still hadn’t sunk the ball into the shot cup.

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This isn’t DeChambeau’s first viral challenge rodeo. The LIV Golf star has a history of high-stakes stunts and jaw-dropping prizes on his YouTube channel. From giving a fan seven hours to make a hole-in-one for $100,000 to offering $1000 for a three-footer, DeChambeau’s challenges always keep fans on the edge of their seats.

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But more than anything we hope it’s building up to the next big thing on his calendar.

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Written by

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Sudha Kumari

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Sudha Kumari is a Golf Writer at EssentiallySports, where she has filed over 700 bylines covering the sport's biggest stages. She holds a Master's in English Literature, which shows in how she turns a day's leaderboard movement into a clear, readable story. Her live coverage of the 2025 Masters, when Rory McIlroy faltered on the brink of the career Grand Slam, is among her best-known work. She follows both the sport's history and its week-to-week shifts, and her writing gives readers the context behind a result rather than only the score. A lifelong golf fan, Sudha believes today's dark horses are tomorrow's legends, and she splits her coverage between the established names and the players starting to break through. When she isn't tracking tournament trends, she is digging into player backstories, working from the view that the game is as much about the resilience behind a shot as the number on the card.

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Ridhiman Das

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