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Cooper Flagg Training Alongside Jayson Tatum and Nick Sang — Hard Not to See Boston in His Future

Cooper Flagg’s basketball journey has been under the spotlight for years already, and he’s still a teenager.

Widely considered the top prospect in the 2025 NBA Draft class, the Maine native has generated massive buzz thanks to his unique mix of size, skill, and competitiveness. This past weekend, Flagg’s trajectory took another eye-catching turn when he linked up with Boston Celtics superstar Jayson Tatum and renowned trainer Nick Sang for a workout session.

For Celtics fans, the images and clips circulating online feel less like a coincidence and more like a preview of what could come in the near future.

A Rising Star in the Basketball World

At 6’9” with the versatility to play multiple positions, Flagg has already earned comparisons to NBA stars before even setting foot on a college campus.

His decision to reclassify into the 2024 high school graduating class made headlines, and his subsequent commitment to Duke only raised expectations higher.

He’s the type of prospect that NBA franchises begin to plan around years in advance — the kind of cornerstone talent that alters a team’s long-term vision.

Flagg’s appeal is not just physical tools but his approach to the game.

Scouts rave about his motor, his defensive instincts, and his ability to rise to the occasion in big moments.

Those traits, combined with a polished skill set, have made him one of the most hyped American basketball prospects since LeBron James.

Training With a Superstar

Working out with Jayson Tatum is more than a headline — it’s a symbolic connection.

Tatum, the face of the Celtics franchise, is coming off another All-NBA season and an NBA championship.

His path from Duke to Boston is one Flagg will surely keep in mind.

The parallels are impossible to ignore: both are versatile forwards, both carry themselves with maturity beyond their years, and both have been identified as franchise-changing players before they turned 20.

Spending time with Tatum offers Flagg a firsthand glimpse into what it takes to succeed at the NBA’s highest level.

Tatum has developed into one of the league’s elite scorers, but perhaps more importantly, he has learned how to handle the expectations and responsibilities that come with leading a storied franchise like the Celtics.

For Flagg, absorbing those lessons early could prove invaluable.

The Nick Sang Connection

While Tatum’s star power draws headlines, trainer Nick Sang’s involvement may be just as crucial.

Sang has quietly built a reputation as one of the premier skills trainers in basketball, working with elite talent across different levels.

His emphasis on footwork, shot mechanics, and situational awareness meshes perfectly with the modern game.

For Flagg, being exposed to Sang’s training methods at such a formative stage could accelerate his development.

It’s not just about sharpening shooting form or refining ball-handling drills — it’s about instilling professional habits before he even begins his college career.

Training with Sang alongside Tatum also signals that Flagg is already entering circles typically reserved for NBA veterans and rising stars.

The Celtics Angle

Naturally, the sight of Flagg in the gym with Boston’s cornerstone player has fueled speculation about his NBA future.

Celtics fans are quick to dream about what it might look like to see Flagg don the green and white.

While the logistics of the NBA Draft lottery make it impossible to predict, the optics of Flagg working with Tatum feel like more than just a coincidence.

Boston has a history of scouting and investing in versatile forwards who can contribute on both ends of the floor.

Flagg checks every box. His New England roots only deepen the narrative: a local kid becoming the next great Celtic is a storyline fans and media alike would embrace wholeheartedly.

Beyond the Hype

Of course, it’s important to remember that Flagg still has a long road ahead.

He has yet to play a college game, and the transition from high school dominance to NCAA competition is always a test.

Even for a generational prospect, the draft process and early NBA years come with challenges.

Still, every indication is that Flagg is built for the moment.

Training alongside Tatum doesn’t guarantee Flagg will end up in Boston, but it does underscore the type of company he’s already keeping.

It’s also a sign of how highly respected he is within basketball circles.

Stars like Tatum don’t spend their off-season workouts with just anyone — they gravitate toward players who share their work ethic and competitive fire.

Looking Ahead

For now, Cooper Flagg’s focus will be on his freshman season at Duke, where he will attempt to lead the Blue Devils back to national championship contention.

NBA teams will be watching closely, analyzing how his skills translate against top-tier college competition.

By the time the 2025 draft rolls around, he will almost certainly be at the very top of every team’s board.

And yet, this weekend’s workout lingers in the minds of Celtics fans.

The idea of Flagg and Tatum sharing the court as teammates — one representing the present, the other the future — is an irresistible vision.

Whether fate and lottery odds will allow it remains to be seen, but for now, the bond between the Celtics star and the next great prospect is already beginning to form.

Conclusion

Cooper Flagg training alongside Jayson Tatum and Nick Sang isn’t just a casual workout.

It’s a snapshot of the basketball world’s future intersecting with its present.

For Celtics fans, it’s hard not to see Boston in Flagg’s future, even if the draft order and league dynamics make it far from certain.

What is certain, though, is that Flagg’s star continues to rise — and with mentors like Tatum and trainers like Sang, his path to NBA superstardom looks brighter than ever.

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