Las Vegas plays host to a unique gathering known as the “Old Guys Rule Super Bowl Dinner,” where a select group of sportsbook leaders convene for a night of camaraderie. This exclusive event, organized by Michael “Roxy” Roxborough, took place at The Stirling Club in Las Vegas NV on February 4, 2025, just prior to the Super Bowl. The invitation, marked by its simplicity, extends only to a handful of guest bookies and industry veterans, emphasizing a no-guest policy.
The entrance to Turnberry Place, a luxurious condominium complex, is secured. However, a simple mention of “dinner with Roxy” ensures entry past the gates frequented by celebrities, including the late actor James Caan. Dinner elegantly unfolds in a wine room adorned with marble, where guests can recall performances from iconic figures like Tony Bennett. With over 500 years of combined experience in Las Vegas bookmaking present, the atmosphere buzzes with nostalgia and shared history.
Legends of Sports Betting Gather
Vinny Magliulo, one of the revered bookies present, reflects on the storied careers of the attendees—a mix of seasoned veterans who have weathered the changing landscapes of sports betting. Hailing from diverse backgrounds, including education at UNLV and experience working at storied locations like the Royal Inn and the Stardust, these individuals embody the evolution of the Las Vegas betting scene.
Prominent figures like Roxy himself, a key oddsmaker from the ’80s and ’90s, take center stage alongside Jimmy Vaccaro, another legendary bookmaker recognizable by his distinct style. Roxy, donning a tailored suit, hosts with a warmth that highlights the importance of these gatherings. Their camaraderie flourished on shared experiences around betting and their contributions to shaping the betting landscape.
Reminiscing Over Dinner
As dinner commences and plates of steak and lamb chops are served, laughter fills the room. Guests weave through conversations that range from tales of Las Vegas’ mysteries and interactions with the mob to technical discussions about changes in player performance affecting existing bets. The vibrant discussions reveal not only their passion for sports betting but also the friendships cultivated over decades.
Former colleagues share anecdotes, such as the time one guest cleverly handled a betting slip worth a substantial amount amidst the chaos of a game. The evening quickly shifts to humorous debates on past Super Bowls and creative prop bets gone awry. As stories are exchanged, the love for the game and the shared history echo among the gatherings.
Though the conversation lightly touches on the impending Super Bowl matchup between the Kansas City Chiefs and Philadelphia Eagles, the focus leans deeply into nostalgia, with guests recalling past glories and their ventures in this highly competitive environment.
The Evolution of Betting
While current betting apps and platforms have transformed the industry, this group continues to represent the heart of traditional sports wagering. Many still play active roles within the industry, while others relish well-earned retirements, reminiscing about their days of glory among close friends.
As desserts of cannoli, cheesecake, and tiramisu are savored, a pivotal question arises: who stands as the best bettor of the past 25 years? This sparks a lively debate, illuminating the ever-evolving nature of sports betting and the strategic mindsets that have made impacts on the scene.
The gathering culminates in laughter and reflection, embodying a tradition that honors a bygone era while celebrating the friendships and memories that have defined their storied careers in Las Vegas. For these icons of sports betting, the dinner is not just a meal; it’s a tribute to their legacy and an affirmation of their enduring influence within the Las Vegas sports betting community.
