Jason works in the watch world professionally.
“I work for an AD that also happens to be a Tudor boutique.” 

He has been playing Wolf Watch Club for a few months, but only when a watch genuinely interests him.

“If I like the watch, if it’s on my list, then I’ll play.”

His taste leans toward enthusiast pieces rather than mainstream staples.

“I like less mainstream brands and models. Grand Seiko like the SBGA415. Glashütte Original, with their Senator and Panorama collections. Blancpain. I tend to appreciate watchmaking more than hype.”

His experience with Wolf Watch Club has been consistently positive.

“The draws have been smooth and positive experiences. Nothing is lacking, per se. I like that there have been more contests running simultaneously. More options and more chances to win! It used to be only one watch before and you had to wait.”

He also understands the balance between popular watches and more niche offerings.

“I can see the business case for doing the popular/hype pieces, but giving a shot with some of the obscure keeps true watch enthusiasts engaged.”

When the vintage Piaget draw happened, he understood why some players didn’t connect with it.

“Vintage watches are pretty niche. Vintage Rolex or a Speedmaster are very popular. That Piaget was a very particular watch, slightly too far off for most watch enthusiasts to get excited about.”

On the day of the draw, he was at work.

“I was at work and I was streaming it live on my phone. I was pretty excited and hopeful. I told my colleagues to cross their fingers.”

When Jory called his name, he had to stay composed.

“Then Jory called my name, but I was at work. I couldn’t jump up and down. I had to be pretty professional.”

Afterwards, he shared the moment.

“I rewound and played it for some of my coworkers. I sent that moment specifically to my wife.”

The reaction was surprise, even from people rooting for him.

“Everyone was rooting for me, but still everyone was very surprised because it’s pretty rare that you win sweepstakes. My wife was like, how did you win?”

He explained Wolf Watch Club when he got home.

“I got home and explained Wolf Watch Club. I played the video. She was super excited. She is glad I won.”

This will be his third Tudor.

“This will be my third Tudor. I have the BB Ceramic with the blue dial released for the VCARB F1 team. I also have an older two-tone Prince Date Day.”

Reflecting on the experience:

“It’s been a lot of fun. I have followed Jory a number of years. Hearing him call my name live was pretty surreal.”

Santosh lives in Eastern Washington, in a landscape of hills carved from the Ice Age Floods.

“It’s basically a desert with really fertile dirt. Remember the old iconic Microsoft Windows XP wallpaper with the green rolling hills.”

“I was really into the Webb. C Ball story at the time. Ball makes good watches for the price. Good finishing, over-engineered.”

“I didn’t really consider buying a Rolex, considering the current situation regarding allocation for a desirable model being rather challenging”

“Dude, it’s not an investment. The return is the excitement. Just audit your budget and allocate towards a draw you want to participate in. These are good odds for a lottery.”

Robert Nelson works at a hospital, but his connection with watches began long before that, when he was just sixteen.

“My Mom gave me a watch for my sixteenth birthday. It was a really expensive watch, this was the 1970’s, a $450 chronograph. It was a Rolex Daytona! I wore that thing every day for 14 years.”

That Daytona became part of his daily routine until one conversation changed everything.

“When I was about 30, I was working at our corporate wellness gym. The CEO came in and asked where I got that watch. He said it was worth $10k, and I did not know. I went home, took it off, put on my Timex Ironman. Haven’t worn my Daytona much since then.”

Watches have always been part of his family’s story.

“My dad had an Omega Seamaster from the 60s. My grandfather had a Ball railroad engineer.”

Even with that family history, Robert hadn’t been actively collecting until recently. “Because I did not feel comfortable wearing that watch, I was looking for something to wear. I’ve had a few different watches over the years and now have a modest collection.

Wolf Watch Club was fun. My daughter’s boyfriend is really into watches. It is fascinating how they can make something that is mechanical that runs forever.”

Before watches, Robert’s passion was running. “I ran in Moscow, Leningrad, Kiev, Odessa. Prague, Budapest, Sofia. I was not good enough to run in bigger meets, but it was a great experience .”

When Wolf Watch Club reached out, he was intrigued.

“I got an email from Wolf Watch Club. The odds are pretty good. My understanding is that part of the proceeds go to charity. Some of the watches have been ones that are hard to get.”

Then came the moment he least expected.

“I got an email saying I won. I was at work. I was still working, hahah. I was like really? Me? I have not won anything?! That’s fantastic! It is a cool watch.”

Since stepping away from running, Robert found a new passion.

“Since I stopped running, I started riding bicycles, carbon fiber bicycle and now the carbon fiber watch.”

When asked for his thoughts on the experience, he smiled.

“I have enjoyed playing. It’s been fun. They make the whole process fun. I had watched some of the drawings, the odds are better. It’s kind of a fun process. It’s exciting to be able to win a watch. I will keep playing. I do not even buy lottery tickets, no gambling whatsoever.”

“I got three tickets and won.”

When 21-year-old architecture student Patrik Boo from Skåne, Sweden, heard his name called during the live draw for the Tudor GMT “Pepsi”, he could hardly believe it.

“I was a little late to watch the draw. I rewinded and heard my name called. I was four minutes late. The adrenaline! I was in shock! I was supposed to sleep, it was midnight here. I could not sleep. I told my brother, I called him. He was also in shock! I just told my parents, you know how they are, they are skeptical.”

For Patrik, this was only the third contest he had ever entered. “I like watches but cannot afford them,” he said.

“I have a Seiko that looks like a Cartier Tank and a Certina. I played Wolf, the other one was Luxury Watch Supply. The odds were crazy, like 1 in 5000. I started playing a week ago.”

That week turned out to be life changing. With just three tickets, Patrik won one of the most beloved modern tool watches, the Tudor GMT “Pepsi.”

“I was hoping for a Rolex, but the Tudor Pepsi is very nice,” he admitted. “I wanted that green Rolex OP41. But this one, it is perfect.”

Before entering, Patrik had even reached out to Wolf Watch Club to confirm he was dealing with real people.

“I emailed Wolf Watch Club before I bought it. I was asking about shipping to Sweden, how the process works. I was checking if I was talking to a real person,” he said. “I did the same thing with Luxury. They had their DMs open.”

Patrik’s passion for design runs deep. As a first year architecture student waiting to move into his dorm, creativity is central to his world. “I love drawing,” he said. “I am from Skåne, Sweden. It is a small town close to Malmö.”

And just like architecture, watches appeal to his appreciation for craftsmanship and detail. “I admire craftsmanship,” he explained. “It makes you feel nice when you wear a nice watch. It is a confidence booster.”

Beyond the classroom, Patrik loves the outdoors. “I also like hiking,” he said. “I was wishing for a watch that can survive the rougher lifestyle. Tudor GMT is a good watch for that.”

When Mike McCown’s name was announced as the winner of the Rolex Oyster Perpetual 41 Green Dial, his reaction was pure disbelief and pure joy.

“Super excited, pumped up,” he said. “I participated over and over in this. Friday I was at my Rolex dealer, and the green OP was on my Wishlist. Then I saw the email for the OP41.”

A longtime business leader turned passionate watch enthusiast, Mike’s journey to this moment began not long after his retirement.

“Recently retired and developed a passion for watches, attended watch fairs. Last week I was at the AD,” he shared. Before that, he had spent decades as a partner in a group that operated fast food restaurants. “Just recently sold them and right now I play pickleball. I won a gold medal in a tournament just past week.”

His introduction to Wolf Watch Club came through familiar YouTube territory.

“I was watching one of Jory’s videos. He talked about the Wolf Watch Club, what a great way to participate for a little bit and win an incredible watch,” Mike said. “I entered at least five draws. I bought 10 tickets two hours before the draw ended. I started with the OP41 Blue Dial.”

Mike’s love for watches goes way back. “I always loved watches,” he said. “I had one nice watch I got through the course of my career, but I was nervous about wearing these watches in the restaurant business.” That changed after retirement. “I started watching YouTube videos. Went to Teddy Baldassarre’s fair. I am a member of the RedBar in Houston. Even in Europe I went to several dealers.”

His persistence and patience finally paid off.

“Just when you don’t think it will, it can happen to you,” Mike reflected. “I played six or seven draws, and I never won even $10. So I was wondering, am I ever going to win?”

Now, with his Rolex Green OP41 heading his way, that question has been answered.

“Wolf does a great job reaching out to different types of watches,” he said appreciatively. “I recently bought a couple birth year watches. I aspire to be the next Marc Martin!”

From fast food entrepreneur to gold medal pickleball player and now a Rolex winner, Mike’s story is proof that perseverance, passion, and a little luck can take you a long way.

For James Shanahan, the win came as a surprise.

“It’s surprising that I won the watch,” he said with a laugh.

James lives and works in St. Louis, where he writes investment research as an equity analyst. “I upgraded Berkshire Hathaway to buy recently,” he mentioned. “We have to reposition portfolios defensively.”

Watches, for James, have always carried a sense of history and meaning.

“Both my grandfathers served in World War II and Korea, and my father in Vietnam. I like that Hamilton’s history is connected to military history,” he shared. “I love the Hamilton Khaki Aviation Pilot. It’s simple, uncluttered, and a really handsome watch.”

His watch journey began after graduating from business school. “I bought an Ebel stainless steel and gold watch, a celebration watch, and I wore it for 20 years.” Later, he wore his grandfather’s Omega De Ville before diving deeper into watch culture.

“As I started doing research on the luxury market, I realized it wasn’t looking so strong. I wasn’t even aware of the whole watch community and culture. I thought maybe it’s time for me to get a new watch. Watches are fascinating with the engineering, design, style, and history behind the different watch brands.”

Since then, James has collected a few notable pieces, including an IWC Portofino and the Omega Pierce Brosnan Bond Watch, both automatic. “I’d love to see the IWC Ingenieur on Wolf raffles in the 42 mm size.”

He’s been part of seven raffles so far, often landing in the Top 10 and earning more entries along the way.

“Like many of us, I’m on the list at my Rolex AD. I like the OP 36 Green,” he said. “I even had a ticket for the OP 41 tonight.”

James admitted his wife was skeptical at first. “She told me it was a scam,” he said, laughing.

Now, after his win, he’s even more invested in the Wolf community. “The weekly raffles are super fun,” he said. “I like the community, even Marc Martin. He’s taken it in good humor.”

Born and raised in South Jersey, he worked in education for twenty eight years, twenty of them as a Spanish teacher.  After retiring as a public school teacher in New Jersey, he relocated to central Pennsylvania.  He also has two adult children who share their father’s zeal for collecting timepieces.

“ That year I got my first TAG, I scooped up a Raymond Weil Tango that I had admired for a while.  After that, soon came a TAG Heuer Formula One and an Oris Diver Date to add to my growing collection.”

“I was into watching my Philadelphia Eagles.  I was pissed that they blew a nice lead.”

 “I received an email from Wolf, that I had won!  I didn’t jump up or down or anything, but I knew that I had entered the contest for the Tudor Blue Lagoon.  I was thinking,  this can’t be right.”

“ I still couldn’t believe it, even though my name was listed in front of my face!”.

I was named after an 18th century Irish pastor,” he laughs. “My dad’s Greek African, my mom’s Irish.” That blend of roots shows in his outlook: thoughtful, grounded, and quietly driven.

A lifelong sports fan, Spurgeon’s weekends are usually spent on the golf course or watching football. Off the field, he works in healthcare consulting. “I help hospitals figure out their supply chains,” he explains. “It’s rewarding work, solving real problems that make care better for patients.”

Watches, though, are his passion.

“I’ve always loved watches. I wanted my first luxury piece to mark a milestone.”

After months on an AD waitlist, he decided to take matters into his own hands.

“Seven months in, I said forget it, I went and bought one myself. A Rolex Datejust 126334. It was one of the most beautiful feelings ever, what an accomplishment.”

But he still wanted something sportier. That’s when the Rolex Sprite caught his eye.

“I saw Wolf Watch Club through Watch Clyde on YouTube. I’d seen raffles before, but never trusted them. Clyde vouched for Wolf, so I checked the winners, they looked like normal, everyday people. So I bought tickets for the Sprite, and I won.”

For Spurgeon, the win wasn’t just luck, it was validation.

“I’m not a flipper. I’m not someone who can just go out and buy watches. When ADs make you wait years, they take away the joy of celebrating an occasion. Wolf gave that back.”

His love for watches runs deep in the family. “My grandfather always wore one to church or special events. ‘Dress the part,’ he’d say. It taught me the value of time, working, building something lasting.”

That tradition continues with his kids.

“I tell them I could buy them a Cartier, but they’ll value it more if they earn it. It’s the same lesson my grandfather passed down.”

At first, Spurgeon was skeptical. “When you see all these raffles on social media, you don’t know what’s real. But once you’re part of Wolf, it’s different. It’s not just a business, it’s a community. For people who love watches, having a club like this matters. Especially if you’re an everyday person working 9 to 5, it gives you access to a world you love.”

And his message to anyone hesitating?

“Get off the fence. It’s a great community and a real opportunity. Like the stock market, when something feels right, you execute. Don’t overthink. Get in and go for it.”

Spurgeon plans to join the next live draw, still humble, still hungry, and still proving that every ticket can change the game.

Winner Story Peter Neely.

Peter Neely has lived more than one life.

“I was a truck driver for 10 years, then a nurse for 20 years.”

Now a nurse practitioner with a doctorate in nursing, Peter reflects, “The doctorate put me on a higher level.”

Watches came later. “Anytime I see that thing on your wrist, get rid of that Apple Watch,” joked his girlfriend’s father. That gift was a Rolex Explorer II with a black dial from the ’90s, and it sent Peter down a path.

“Then Breitling, Longines, then Rolex. A nice Rolex AD in NJ started noticing me… still no Rolex from them yet. I was always nervous even to ask.”

He’s now on his eighth watch. “I’m trying to build something I can pass down to the kids.

Wolf Watch Club felt like the right fit.

“I saw Wolf on IG. Let me check them out. First one was the Omega, these odds seemed good.”

What keeps him coming back is the feel.

“I like Wolf, it seems very not like a business, very down to earth. You feel like they are not just pumping out these draws. It’s also great that I can go back and get discounts on all of my tickets.”

For Peter, it’s not only about winning, it’s about being part of something that will last, just like the watches he plans to hand down.

Jaiyant, 42, has spent most of his life at sea.

“I’ve worked offshore for 18 years. Born and raised in Singapore, I spend most of the year away, and I’m heading back offshore again in late September.”

“I first heard about Wolf Watch Club on the Time Teller channel. The odds looked good, 1 in 400 or 1 in 300. I just play the draw one at a time.”

For the Tudor draw, Jaiyant bought 20 tickets, about $800 worth. “I bought a ticket for every day, just to do myself a favor. I didn’t expect to win. The next morning was awkward after I didn’t win the Tudor. I told my wife I was just going to buy one ticket.” That single ticket turned out to be the winner of the Breitling Superocean.

“I’ve been collecting watches since I was 13. My first Datejust was when I started working offshore. Then I flipped that, then another.”

He remembers his first Rolex, though it wasn’t real. “I kept knocking off the top. Then I went to the watch shop and they said they don’t do fakes. That’s when I told myself I would buy a real Rolex.”

Since then, Jaiyant has built a serious collection: a Submariner two tone, a rose gold Daytona, a Patek Philippe Weekly Calendar, and most recently a Seiko Jaws’ Limited Edition, number 0002 of 5000.

“My wife knows about Wolf Watch Club. I told her my odds were really good.” This time, they were.

“I am a fan. I will be buying for every draw. I am over the moon!”