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The Biggest NBA Bets of All Time

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FILE – In this Sept. 2, 2020, file photo, the NBA logo is displayed at center court during an NBA first-round playoff basketball game between the Houston Rockets and Oklahoma City Thunder in Lake Buena Vista, Fla. NBA training camps open around the league Tuesday, Dec. 1, 2020,though on-court sessions will be limited to individual workouts and only for those players who have gotten three negative coronavirus test results back in the last few days. (AP Photo/Mark J. Terrill, File)

The National Basketball Association (NBA) has always attracted fans with its fast pace, athleticism, and unforgettable moments. However, beyond the action on the court, the NBA has also inspired some of the largest and boldest wagers in sports history. 

High-stakes betting has been part of the league’s story for decades, with gamblers, celebrities, and even ordinary fans trying their luck on games that captured the world’s attention. 

Some of these bets paid off spectacularly, while others became cautionary tales of risk and reward. With that said, let’s dive straight in to reveal the biggest NBA bets of all time. 

The NBA’s most famous high-stakes moments

Over the years, a handful of NBA games have drawn in massive wagers that are still talked about today. One of the most legendary examples came during Michael Jordan’s Chicago Bulls era in the 1990s.

At the height of their dominance, some bettors were so confident that they staked millions on the Bulls covering the spread. Those bets often paid off, but not without nerve-wracking finishes.

Another famous story involves Floyd Mayweather Jr., the undefeated boxing champion known almost as much for his gambling as for his skills in the ring. 

He has publicly shared betting slips showing six-figure wagers on NBA games, particularly playoff matchups. His confidence in high-pressure games has made headlines and highlighted how star power and betting often intersect.

There are also examples of bettors backing underdogs in the NBA Finals or placing futures bets early in the season that later cashed out in spectacular fashion. These moments stand out not only for the money involved but also for the sheer audacity of those willing to put so much on the line.

Casino.org chronicles sports betting history

When looking back at the biggest NBA bets and the broader history of sports wagering, it helps to have reliable sources that track these stories. With the rise of US online gambling platforms, and resources like Casino.org tracking the stories, NBA fans and sports betting enthusiasts in general have more access than ever to understand this high-stakes world.

This globally renewed iGaming review and information site has become known for documenting the background of major gambling moments and analysing how betting shapes the sports world.

Casino.org provides insight into how the culture of betting has evolved over time by compiling data on historic wins and losses. It also highlights how the NBA, in particular, has attracted some of the most daring wagers. 

These records serve as both entertainment and education for fans and sports bettors alike, offering a closer look at the connection between sports and gambling culture.

How US online gambling has changed the landscape

Sports betting in the United States has undergone a dramatic transformation in recent years. Once limited to Nevada and a handful of exceptions, betting is now legal in many states thanks to changes in federal law. 

This expansion has reshaped how people engage with NBA games, making betting more accessible than ever.

Online platforms allow fans to place wagers from their phones, track odds in real time, and even bet on specific in-game events like the number of points scored in a quarter. The availability of US online gambling has fuelled a surge in interest, creating new record-breaking wagers and changing the demographics of who bets.

This accessibility has its pros and cons. On one hand, it allows casual fans to participate in betting with ease. On the other hand, it raises questions about responsible gambling and the risks associated with high-stakes behaviour. 

Furthermore, there is no doubt that online access has made NBA betting a bigger and more mainstream part of the sports experience.

What drives bettors to take huge risks

The psychology behind massive NBA bets is fascinating, and for some, it is purely about profit. They see an opportunity in the odds and have the bankroll to back their instincts. 

For others, it is about thrill-seeking. The adrenaline rush of wagering millions on a single game creates an experience that few other activities can match.

Celebrity bettors like Mayweather may also be driven by image. For example, publicising big wins reinforces their status as risk-takers who live life on the edge. Meanwhile, professional gamblers often approach high-stakes NBA bets with a calculated strategy, using data, trends, and statistics to inform their choices.

At the same time, there are countless stories of bettors who acted on emotion, backing a favourite team or star player regardless of the odds. These decisions may not always make financial sense, but they reflect the passion and loyalty that sports inspire. 

Ultimately, it is a mix of logic, excitement, and ego that pushes people to place record-breaking bets.

The legacy of record-breaking wagers

The biggest NBA bets have left a lasting mark on sports culture, and they serve as reminders of both the possibilities and the risks that come with gambling. 

These big wagers have resulted in life-changing wins that become part of NBA lore for some lucky punters, but for others, devastating losses have shown how dangerous unchecked betting can be.

The legacy also extends beyond individuals. The attention drawn by massive bets has helped shape public perceptions of sports gambling, influencing everything from media coverage to regulatory discussions. 

As online platforms continue to grow, the stories of today’s high-stakes NBA wagers will likely be remembered in the same way as those legendary bets from decades past.

These tales also add another layer of intrigue to an already thrilling sport. The knowledge that someone has millions riding on the outcome of a single free throw or three-pointer makes the drama of the NBA even more intense.

Final thoughts

The history of NBA betting is filled with stories of daring risks, spectacular wins, and crushing defeats. From the Bulls’ dynasty years to the modern era of online platforms, the league has consistently been a magnet for record-breaking wagers. 

As the NBA continues to grow globally and betting becomes more integrated into the sports experience, the biggest wagers will only get bigger. The question is not whether there will be another legendary NBA bet, but when and how much will be on the line.





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Women’s Pro Baseball League Is Coming

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The Rockford Peaches players were part of a women’s baseball league during and after World War II.

Four teams will debut in August 2026.

There will be a women’s sports league that will make its debut in August 2026. The Women’s Pro Baseball League has four teams and will play an abbreviated schedule in one central location at a stadium in Springfield, Illinois. The games will be seven innings and players will use aluminum bats. New York, Boston, San Francisco and Los Angeles have been awarded franchises but will not play any games in those cities in 2026. This is not the first time that entrepreneurs have attempted to build a women’s baseball league.

Following the United States declaration of war against Japan, Germany and Italy in December 1941, hundreds of Major League Baseball players ended up fighting in the war. President Franklin Roosevelt told Major League Baseball Commissioner Kenesaw Mountain Landis the game should go on and it did. The Chicago Cubs franchise owner Phil Wrigley wasn’t sure how long MLB could continue without good players and decided to form a women’s baseball league as a way to keep the industry going.  Wrigley founded the All-American Girls Professional Baseball League with teams in the Midwest and players coming from amateur teams throughout the Midwest. The league began play in 1943 and the “Belles of the Ball Game” delivered high quality talent. There were some rules that would roll people’s eyes today. On the field, the women put on lipstick and played in short skirts. Off the field, “the girls” endured mandatory charm-school classes and were forbidden to wear trousers or drink alcohol. Wrigley’s women’s baseball league folded in 1954. Many Minor League Baseball teams and the women’s league died because baseball could not compete with the new medium television. The movie “League Of Their Own” is based on the league.

Evan Weiner’s books are available at iTunes – https://books.apple.com/us/author/evan-weiner/id595575191

Evan can be reached at evan_weiner@hotmail.com





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Rays add Steven Matz as a veteran arm,

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RAYS ADD STEVEN MATZ

The Tampa Bay Rays made a strategic move this offseason by adding veteran left‑hander Steven Matz, a journeyman pitcher whose experience and versatility immediately strengthen a young and evolving pitching staff. For a franchise that relies heavily on developing arms and maximizing untapped potential, bringing in a seasoned presence like Matz offers more than innings — it provides mentorship, stability, and a professional blueprint for the Rays’ next wave of pitchers. His ability to work as both a starter and reliever gives Tampa Bay a flexible, reliable option as they shape their 2026 rotation and bullpen strategy.

Sports Talk Florida

Matz’s Track Record as a Durable, Stabilizing Force

Across his 11‑year career, Matz has built a reputation as a dependable, team‑first pitcher capable of handling multiple roles. He has logged 246 career appearances, including 172 starts, and owns a 4.19 ERA over that span. In 2025, he delivered one of his most efficient seasons, posting a 3.05 ERA across 53 appearances while splitting time between the St. Louis Cardinals and Boston Red Sox. His ability to adapt — shifting from starter to multi‑inning reliever to high‑leverage arm — has made him a valuable asset everywhere he has pitched.

Even more impressive, Matz walked only 3.6% of batters faced in 2025, one of the lowest rates among pitchers with at least 50 innings. That level of command and consistency is exactly what the Rays have historically targeted in veteran acquisitions. Whether stabilizing a rotation spot or anchoring the bullpen, Matz has repeatedly shown he can deliver quality innings without drama, excuses, or inconsistency.

How Matz Fits Into the Rays’ 2026 Plans

Looking ahead to 2026, Matz gives the Rays a trusted arm who can immediately contribute while elevating the pitchers around him. Tampa Bay’s staff is rich with talent but young, and Matz’s presence offers a steadying influence — someone who has navigated the highs and lows of a long MLB career and can help guide emerging starters through the grind of a full season.

On the field, Matz’s versatility allows manager Kevin Cash to deploy him wherever the team needs him most. He could compete for a rotation spot, serve as a multi‑inning bridge, or become a matchup‑driven left‑handed weapon late in games. Off the field, his professionalism and experience will be invaluable to a Rays team looking to rebound and reassert itself in the AL East.

By securing Steven Matz, the Rays didn’t just add innings — they added leadership, flexibility, and a proven veteran who can help shape the identity of the 2026 pitching staff.





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Optum Golf Channel in primetime tonight

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OPTUM GOLF CHANNEL GAMES

Golf fans are getting a rare December treat as the Optum Golf Channel Games make their primetime debut tonight on Golf Channel and USA Network, beginning with a pre‑game show at 7 p.m. ET. This first‑of‑its‑kind, made‑for‑television event brings together the sport’s two biggest stars—Rory McIlroy and Scottie Scheffler—as captains of four‑man teams competing under the lights at Trump National Golf Club Jupiter in Jupiter, Florida. Designed specifically for TV, the Games blend speed, pressure, and entertainment, offering a fresh twist on golf’s traditional offseason exhibitions. With a mix of power challenges, precision contests, and team‑based strategy, the event aims to deliver a fast‑paced, viewer‑friendly primetime show unlike anything else in the sport.

Sports Talk Florida

High‑Energy Challenges Built for TV Drama

The competition format features five unique skills challenges, each crafted to test different aspects of the players’ games while keeping the action moving quickly for viewers. The Timed Drive Competition pits players in head‑to‑head duels with only two minutes to combine power and accuracy into a scoring grid. The Timed Short Game Competition raises the pressure even further, requiring players to chip and putt from multiple locations before navigating a putting gauntlet—all in just three minutes.

One of the night’s most anticipated segments is the 14‑Club Challenge, where two‑man teams share a single bag and must use each club only once in a closest‑to‑the‑pin showdown. The twist: each team must also designate a player to hit a left‑handed 15th shot. The Team Relay adds a race‑against‑the‑clock element, with four players alternating shots across four holes. Finally, the Captains’ Challenge brings McIlroy and Scheffler together in a one‑on‑one showdown featuring irons, wedges, bunker shots, and pressure putts from 10 and 30 feet.

A Star‑Studded Broadcast Team and Production Crew

Tonight’s broadcast features a deep roster of on‑air talent. Keith Mitchell joins longtime Golf Channel voice Steve Sands for booth commentary. On the course, Smylie Kaufman, Brad Faxon, and Johnson Wagner will provide real‑time insight and player interviews. Wagner will also join Anna Jackson for pre‑ and post‑game studio coverage, while rising golf media personality Kai Trump contributes tutorials and participates in the trophy ceremony.

Behind the scenes, Emmy‑winning producers Mark Loomis and Chris Maguire, along with director Jeff Jastrow, lead the production team, working in partnership with PGA TOUR Studios, EverWonder Studio, and producer Bryan Zuriff to bring this innovative event to life.





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