Top Gambling News Stories for Monday September 21, 2026

Submitted by C Costigan on

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C Costigan

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Top Gambling News Stories for Monday September 21, 2026

Gambling911.com has all your latest news from the gambling and sports space around the clock. 


NFL

Todd Bowles Next Head Coach Fired Odds Watch

Sunday September 20, 2026 (9:41 pm EDT)

Baker Mayfield and Todd Bowles didn’t hide their frustration after the Tampa Bay Buccaneers fell to 0-2 with another self-inflicted loss....against the Cleveland Browns no less.  He was listed at +325 (a $325 payout for every $100 bet), the second shortest odds, on BetOnline Sports & Casino last week.  Dan Quinn was favored but the Washington Commanders quarterback Jayden Daniels was carted off the field at halftime during Sunday's game against the Dallas Cowboys after he appeared to injure his left elbow on the final play of the first half, which could ensure Quinn survives at least another week. 


Top Trending

Not Just Football - Top Trending Last 24 Hours at Gambling911

Sunday September 20, 2026 (9:16 pm EDT)


Gambling News

DraftKings Allegedly Used AI to Target Bonus Bets at Customers Expected to Lose The Most

Sunday September 20, 2026 (9:09 pm EDT)

A machine-learning model built by DraftKings in 2023 scored customers by how much money they were expected to lose after receiving a free bet or bonus, according to a New York Times investigation. The same data infrastructure that powered that model could reportedly have been used to identify customers at risk of gambling harm, but former employees told the Times that effort was sidelined. This type of covert digital profiling echoes concerns raised by a recent surveillance app built to target specific user populations.  (read more from Yahoo)


NFL

Chargers Continue to Slaughter Sports Bettors

Sunday September 20, 2026 (9:03 pm EDT)


Politics

Colorado Congresswomen Lauren Boebert's Election Odds Impacted By Allegations She Slept With 3 Staff Members: 2 of Whom Were Women

Sunday September 20, 2026 (9:03 pm EDT)

Congresswoman Lauren Boebert, a Colorado Republican, is still favored to win her race against Democrat Eileen Laumacher but her chances have been cut in half from -800 during the past 24 hours while Laumacher now pays $250 for every $100 bet.  She's been accused of having had sex with three of her staff members. 


Entertainment

Ed Sheeran Loop Tour · Number of Dates Cancelled Betting Market

Sunday September 20, 2026 (8:55 pm EDT)

A major controversy surrounding Ed Sheeran's 2026 Loop Tour, and New England Patriots owner Robert Kraft is right in the middle of it after the recording artist Macklemore, one of the opening acts, made strongly pro-Palestinian statements, said “Free Palestine,” and performed his protest song Hind's Hall during the tour's Meadowlands show.  This generated considerable backlash. Critics, including some Jewish and pro-Israel organizations, argued that Macklemore had crossed the line from advocating for Palestinians into rhetoric they considered antisemitic. Macklemore has strongly rejected the idea that criticism of Israel or support for Palestinians is antisemitic.  Robert Kraft, the owner of the New England Patriots and controls Gillette Stadium, who himself is Jewish, publicly acknowledged pushing for Macklemore's removal. Kraft said his objection wasn't to advocating for Palestinians but to what he characterized as Macklemore's history of antisemitic rhetoric.  Macklemore also stated that Kraft contacted other stadium owners to pressure the tour into keeping Macklemore from participating on the tour.  As a result, Kalshi began offering a betting market on Ed Sheeran Loop Tour · Number of Dates Cancelled with 80% of traders believing at least one tour will be cancelled and 50% believing at least two dates will be cancelled. 

This continues to be a super hot story and Sheeran's remarks on Saturday will likely help to fuel the controversy and build interest in this particular betting market.  Sheeran opened a concert September 19 with comments about Gaza after controversy swirled around his tour and supporting acts withdrew in solidarity with opener Macklemore, who was dropped after making pro-Palestinian comments onstage.Sheeran said he wants his music and shows to be about unity and humanity, not politics. But he said the attacks in Israel of Oct. 7, 2023, were horrific and what is happening in Gaza “catastrophic and unjustifiable.” “I don’t want to disappoint fans, and I’ve never wanted to be an activist musician, but this has put me in the middle of an important and passionate argument about freedom of speech and the most complex political issue on the planet,” Sheeran said during his performance at Lincoln Financial Field in Philadelphia.

At least one cancelled date had dropped to 32 percent by Sunday evening at Kalshi

More News Here


  • Chris Costigan, Gambling911.com Publisher 

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