Rolex GMT-Master II Root Beer Winner: Andrew, April 2026 - Wolf Watch Club

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Rolex GMT-Master II Root Beer

Andrew Bennett, winner of the Rolex GMT-Master II Root Beer #61

Andrew Bennett

United States

Andrew Bennett had just been talking about the “Root Beer” earlier that week. Then he opened his email.

He’s a physician by trade, someone who’s built his career on precision, patience, and long hours. Watches, for him, started as something personal. A milestone tied to hard work and progress.

“My first serious watch was an Omega Speedmaster… I rewarded myself with when I finished training.”

That watch stayed with him for years. And when it finally gave out, it pushed him deeper into the world of watches.

“The estimate was greater than the value of the watch… so that got me into looking at other watches.”

From there, his collection grew. A Rolex Datejust. Then an Explorer.

“At this point I really got the bug for watches.”

Andrew discovered Wolf Watch Club through a YouTube creator he followed.

“You guys sponsored him… and that’s how I found out about Wolf Watch Club.”

He didn’t jump in heavily. He played selectively.

“I may have done seven or eight raffles.”

Then came a moment that felt almost too perfectly timed.

While in Toronto for a conference, Andrew was talking watches with a colleague.

“He brought up the root beer… I thought, ‘Oh yeah, that’s a beautiful watch.’”

Later that same week, he saw it listed.

“I thought, ‘Wow, that’s pretty neat.’ So I bought 10 entries.”

What happened next didn’t feel real.

“I opened my email to see that I won… which is pretty bananas.”

After a long flight back home, he landed, checked his phone, and saw it.

“When I land, I see that I won.”

His reaction was immediate.

“My first thought was that this is proof that we really do live in a simulation… like Donnie Darko style or something.”

“That was startling. No lie.”

He kept it close at first.

“I haven’t really told anyone… other than a couple of close friends and family.”

What made the win even more meaningful was how aligned it felt.

“I have been more interested in world timers and GMTs.”

“I was pretty excited to get a different version of a GMT… especially since it’s so difficult to get usually.”

Outside of watches, Andrew balances his profession with creativity.

“I’ve been spending my free time learning stone carving and clay modeling of figures and portraits.”

And when it comes to the experience as a whole, one thing stood out.

“It’s wonderful… otherwise a lot of these watches wouldn’t be accessible to people.”

He summed it up best.

“It feels like a private club… a secret entrance into watch collecting.”

From a conversation at a conference, to 10 entries, to winning the very watch he had just been talking about, Andrew’s story came together fast.

And just like that, the Root Beer was his.