Oil Country’s Newest Millionaire, Kyle Thibeault, Wins $3.2 Million in Oilers 50/50 and Pursues Long-Time Dream!

In a remarkable turn of events, Kyle Thibeault, a long-time supporter of the Edmonton Oilers, has gone from everyday fan to Oil Country’s newest millionaire after winning nearly $3.2 million in the Oilers Playoffs 50/50. The lucky winner, hailing from Red Deer, Alberta, was one of many hopefuls entering the 50/50 raffle during the playoff season, but little did he know, his ticket would be the one to hit it big.

Thibeault’s win is more than just a financial windfall; it’s the realization of a lifelong dream he’s been nurturing for years. Before the thrilling victory, Jessica Kent of Oilers TV caught up with Kyle, just before Game 6 of the playoffs, to hear about what this unexpected fortune means for him, his family, and his future.

This article dives into Kyle’s journey, the significance of his massive win, his plans moving forward, and how his connection to the Oilers and the community of Oil Country played a role in the realization of this dream.

The Thrill of the Win: Kyle Thibeault’s Big Moment

For many, entering a 50/50 raffle during a major sports event is an exciting yet relatively low-stakes endeavor. The odds are always stacked against winning big, but for Kyle Thibeault, fate had other plans. When his ticket was drawn, Thibeault, who has been an Oilers fan for years, could hardly believe what was happening. He had been watching the game at home when the announcement came, sending him into a state of shock and disbelief.

“I thought I was hearing things at first. I mean, I’ve entered these raffles a million times before, and I never thought much of it. But when I heard my name, it didn’t register at first,” said Thibeault in an interview after his win.

The Oilers Playoffs 50/50 is a staple of the team’s fundraising efforts, and each season, fans from all over Alberta participate, with the jackpot growing with every ticket sold. In the 2025 playoffs, the pot reached nearly $6.4 million, with Thibeault claiming a staggering $3.2 million of the prize. It’s one of the largest 50/50 wins in the history of the franchise, and it comes at a time when the Oilers are riding high on their playoff run.

But Thibeault’s win wasn’t just about the money—it was about the opportunity to fulfill a dream he’s had for years: to give back to his family and his community, all while supporting the Oilers in ways he never imagined before.

A Life-Long Oilers Fan

Growing up in Red Deer, Kyle Thibeault was introduced to hockey at a young age. His family wasn’t particularly affluent, but they always found a way to make attending Oilers games a priority. Kyle’s love for the team grew as he watched legends like Wayne Gretzky, Mark Messier, and Jari Kurri lead the Oilers to multiple championships in the 1980s. Those formative years shaped his deep connection to the team and fueled his passion for the sport.

As he got older, Kyle continued to support the Oilers, no matter their standing. Even through the ups and downs of the team’s performance over the years, he remained a loyal and dedicated fan. He would regularly buy 50/50 tickets, not necessarily expecting to win but enjoying the ritual of supporting the team in whatever small way he could. Little did he know that this year, his dedication would pay off in the biggest way possible.

“I’ve been to so many games over the years, and every time I bought a 50/50 ticket, it was always with the hope that I could contribute to something bigger,” Thibeault reflected. “But I never thought I would be the one walking away with a life-changing amount of money.”

What This Win Means for Kyle’s Family

For Thibeault, this win is a game-changer—not just for him but for his entire family. As a father of three, Thibeault has always strived to provide for his children and ensure they have opportunities that he never had. While his family’s financial situation was stable, they were by no means wealthy, and big-ticket purchases were often out of reach.

“This win is more than just a cash prize—it’s a chance to do things for my kids that I could only dream of doing before,” he said. “I’ve always wanted to take my family on a trip to places we’ve never been, maybe even buy a home that we can really call our dream house.”

Kyle’s first order of business after winning the 50/50 was to secure his children’s futures. He plans to set up education funds for each of them, ensuring that they have the resources they need for their higher education without the financial burden he and his wife faced growing up. Moreover, with the financial security that now comes with his newfound wealth, Thibeault plans to put some of the money toward his long-standing desire to support youth hockey in his community.

“I’ve always been a firm believer in giving back,” he noted. “I know how hard it can be for families to afford things like hockey registration fees and equipment. Now, I can make a tangible difference for kids in Red Deer who want to pursue their dreams in the sport.”

Fulfilling Long-Time Dreams

For Kyle, the most exciting part of this massive windfall is the opportunity to fulfill a dream that has been in the works for many years—attending the Stanley Cup Final with his family, something he’s always hoped to experience, but never thought would be possible on the level that it now is.

“Being at the Stanley Cup Final, surrounded by my family, watching the Oilers play for the championship—it’s something I’ve always dreamed of. I can’t believe it’s actually going to happen,” Thibeault said with a smile.

While the Oilers’ playoff run in 2025 had already captured the hearts of fans, Kyle now has the chance to live out his dream of attending the Stanley Cup Final in person, likely for several games with his family. Having the financial freedom to book tickets, arrange accommodations, and travel without worrying about the cost is something Thibeault never imagined he’d be able to do.

Moreover, this win will allow him to experience the playoffs in a way that most fans can only dream of—up close and personal, without the financial strain of everyday life. With his family by his side, Kyle is ready to fully embrace what could be the most unforgettable season of his life.

A Future of Giving Back to Oil Country

For Kyle, the win is also about giving back to the community of Oil Country, which has given so much to him over the years. He has always viewed the Oilers as more than just a hockey team—they are a symbol of pride for Alberta, a source of unity, and a team that represents hope and perseverance.

“I feel so fortunate to be part of this community,” Thibeault said. “The Oilers are more than just a team—they bring everyone together. To be able to give back to the community that supported me all these years is something I truly want to do.”

With his newfound wealth, Kyle plans to use his influence to support initiatives that promote youth sports and community development in the area. Whether it’s through donations to local charities, funding for sports programs, or helping families in need, Kyle wants to make sure that his good fortune can create opportunities for others in Oil Country.

“I’ve always believed that when you receive something, it’s important to give something back,” he said. “I want to make a difference and make sure that kids in Red Deer and beyond have the same opportunities I had to enjoy the game of hockey and chase their own dreams.”

Kyle Thibeault’s $3.2 million win in the Oilers Playoffs 50/50 is more than just a financial windfall—it’s the realization of long-held dreams, the ability to provide for his family in ways he never thought possible, and the opportunity to give back to the community that has supported him throughout his life. From helping his children with their education to realizing his dream of attending the Stanley Cup Final, Thibeault’s life is about to change in ways he could have never imagined.

His story serves as a reminder that, for fans, the connection to a team runs deeper than just the game. For Thibeault, it’s about family, community, and the joy of seeing dreams come true. As the Oilers continue their playoff push and Kyle celebrates this once-in-a-lifetime victory, there’s no doubt that his journey has only just begun.

For Thibeault, Oil Country’s newest millionaire, the future is bright, and with it, the excitement of what lies ahead is only just beginning.