Obnoxious Boston Fan (@realOBF) header
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There's no such thing as sure thing. That's why they call it gambling - O. Madison 🪪 AKA @BillSperos 🐶 Dad 💰 Paid $8

Founded 1965 - ÂŽ 2016
Joined June 2011
Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)Photo by Obnoxious Boston Fan (@realOBF)
Obnoxious Boston Fan retweeted
For those who don't know, @Underdog's CEO @JerLevine is a Cambridge native. We chatted about the plane. his company flew over Fenway Park this season demanding the John Henry fire Craig Breslow and sell the team. I offered to fly the next one.
Underdog is clearly betting that product velocity + prediction markets + diversification (Rips, legal fights) will keep it among the survivors in a crowded, high-spend category while the sale and potential SCOTUS clarity play out. @Underdog CEO @JerLevine spoke with @RotoWire for a wide-ranging interview as the company navigates a major transition: ✅️ Sale set to close in 2027 ✅️ First full NFL season on prediction markets ✅️ DFS pulled back in some states ✅️ A rapid expansion into card “Rips.”⁠ Key takeaways: • Prediction markets are the clear priority. In September, they would have generated 40x more revenue than Drafts (DFS) in the states where both could have run. Levine called the decision to stop DFS in certain jurisdictions “very easy” on the numbers but still painful because he loves the product. • Users in some places can trade via Aristotle Exchange, play DFS, or buy into Rips depending on location.⁠ • Legal posture remains aggressive. Underdog has sued seven states. Levine’s view is that sports event contracts are swaps that should be federally regulated by the @CFTC. The company built its stack so it can flip states or products on/off in real time if the Supreme Court (expected 2027–28) rules the other way. • Marketing is part guerrilla. Credit goes to the internal team he calls “The Rascals”: plane banner over Fenway calling for John Henry to fire Craig Breslow and sell the Red Sox, Lane Kiffin urinal cakes and toilet paper in Oxford, an “Unethical Hoops” board game roasting Shai Gilgeous-Alexander’s foul-drawing, and same-day LeBron billboards in Philly. Levine says he doesn’t even generate the ideas—they just surprise him. • First NFL season on prediction markets: “great.” Fantasy only covered roughly a third of what fans want to express opinions on; prediction markets get them to “damn near 100%.” He argues the category is already mainstream—most sports fans know Kalshi, Polymarket, DraftKings, and Underdog even if they haven’t activated yet. • On the pending sale: culture and day-to-day should stay largely the same. He knows and trusts the buyer, is staying on to run the company, and has been telling the team their jobs won’t change much. He’s already done his first public-market-style presentation. • Super Bowl pick after a long pause: the Patriots. Full interview: rotowire.com/article/underdo…
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Obnoxious Boston Fan retweeted
Underdog is clearly betting that product velocity + prediction markets + diversification (Rips, legal fights) will keep it among the survivors in a crowded, high-spend category while the sale and potential SCOTUS clarity play out. @Underdog CEO @JerLevine spoke with @RotoWire for a wide-ranging interview as the company navigates a major transition: ✅️ Sale set to close in 2027 ✅️ First full NFL season on prediction markets ✅️ DFS pulled back in some states ✅️ A rapid expansion into card “Rips.”⁠ Key takeaways: • Prediction markets are the clear priority. In September, they would have generated 40x more revenue than Drafts (DFS) in the states where both could have run. Levine called the decision to stop DFS in certain jurisdictions “very easy” on the numbers but still painful because he loves the product. • Users in some places can trade via Aristotle Exchange, play DFS, or buy into Rips depending on location.⁠ • Legal posture remains aggressive. Underdog has sued seven states. Levine’s view is that sports event contracts are swaps that should be federally regulated by the @CFTC. The company built its stack so it can flip states or products on/off in real time if the Supreme Court (expected 2027–28) rules the other way. • Marketing is part guerrilla. Credit goes to the internal team he calls “The Rascals”: plane banner over Fenway calling for John Henry to fire Craig Breslow and sell the Red Sox, Lane Kiffin urinal cakes and toilet paper in Oxford, an “Unethical Hoops” board game roasting Shai Gilgeous-Alexander’s foul-drawing, and same-day LeBron billboards in Philly. Levine says he doesn’t even generate the ideas—they just surprise him. • First NFL season on prediction markets: “great.” Fantasy only covered roughly a third of what fans want to express opinions on; prediction markets get them to “damn near 100%.” He argues the category is already mainstream—most sports fans know Kalshi, Polymarket, DraftKings, and Underdog even if they haven’t activated yet. • On the pending sale: culture and day-to-day should stay largely the same. He knows and trusts the buyer, is staying on to run the company, and has been telling the team their jobs won’t change much. He’s already done his first public-market-style presentation. • Super Bowl pick after a long pause: the Patriots. Full interview: rotowire.com/article/underdo…
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Obnoxious Boston Fan retweeted
John Henry is going to get his salary cap or burn 🔥 down the 2027 season trying Opening Day +/- July 1
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Obnoxious Boston Fan retweeted
.@DraftKings is extending its longstanding marketing relationship with the NBA into prediction markets. The agreement expands our ability to reach and engage eligible customers around NBA event contracts throughout the league ecosystem, complementing the continued expansion of DraftKings Predictions within our broader sports platform.
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Obnoxious Boston Fan retweeted
This season, Sam Darnold and the Seahawks have beaten the only 2 AFC Super Bowl champions since 2016.
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Obnoxious Boston Fan retweeted
The CFTC ordered Novig and ProphetX not to list certain sports event contracts they've self-certified, FOS has learned. “It’s kind of a warning shot” to prediction markets, one source says. frontofficesports.com/articl…
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Obnoxious Boston Fan retweeted
EXCLUSIVE: A new study finds that political prediction market traders are not representative of all voters, but election market prices are more accurate than leading poll-based methods and not politically biased. The study found: ✅ In its first month of listing election contracts in 2024, Kalshi's prices beat every poll-based forecast (Silver Bulletin, FiveThirtyEight, The Economist) in the national race, all seven battleground states, and 19 Senate races ✅ A trader who believed the poll-based models and traded against Kalshi's national price would have lost 92 to 100 cents per dollar. ✅ No poll-based forecast would have been profitable to trade against Kalshi in any group of presidential contests. 💰 @Kalshi's 2024 election traders were 86% male and half were under 30. 🏠 Their home zip codes voted 28% for Trump. A market that priced its traders' politics would have leaned toward Harris, not Trump. Instead, 60% of the money went to Republican positions, and Kalshi priced Trump as the favorite through the final month. 🔢 The study used data from @Kalshi in 2024, @PredictIt in 2016, and New York betting markets from 1884 to 1940. ✍️The study was authored by @HarryDCrane, Professor of Statistics at @RutgersU and member of @CFTC Innovation Advisory Committee & @KolemanStrumpf, Burchfield Presidential Chair of Political Economy, Department of Economics, @WakeForest University. Story via @Rotowire Below
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Obnoxious Boston Fan retweeted
WEEI has won the Marconi Radio Award for Sports Station of the Year for the sixth time! Thank you to everyone who helped make this possible!
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Obnoxious Boston Fan retweeted
New Era In Boston It's Tatum's Team Now No Excuses
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Thankfully the Red Sox didn't make the World Series There would be no Fenway Franks
Kayem Foods, Inc. is recalling nearly 1.6 million pounds of ready-to-eat cooked meat and poultry products because of a storage temperate issue. @eschulze reports.
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Obnoxious Boston Fan retweeted
⚠️ Bill Belichick Alert ⚠️ Belichick began his coaching career with the Baltimore Colts in 1975 as a "special assistant." The team was owned by Robert Irsay at the time. His granddaughter, Carlie Irsay-Gordon, fired her GM today.
Statement from Colts on Chris Ballard being out as GM:
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Obnoxious Boston Fan retweeted
NBA Miles Traveled ✈️ 🏀 The @NBA Season Begins Tuesday The 30 NBA teams will travel nearly 1.3 million miles this season Team-By-Team Breakdown (Full Story In Comments via @Bookies)
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Obnoxious Boston Fan retweeted
Put this on the Mass Pike outside Fenway Park
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All Time Manning Family QBs Ranked 2026 Edition Peyton Eli Archie Cooper Ashley Olivia Family Dogs 🐕 Chad Powers Carl From Cintas Arch
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Obnoxious Boston Fan retweeted
Underdog was sold to a UK conglomerate in July ... but why let facts get in the way of a bullshit narrative against @AdamSchefter or anyone else "Boom," meanwhile, is a sweepstakes/DFS site. It is not licensed anywhere in the United States to take sports bets. All of its NFL markets are basically single game player props. There were none listed for Hurts this week because he was not going to play. And house rules require them to refund all bets if the person never plays. No possible financial gain for any alleged or inferred manipulation concerning Hurts Some of us remain tethered to facts on this platform. And we've been immersed in avoid libel suits for our entire careers.
8 hours apart from Adam Schefter. This is becoming super common now and I’m simply asking you to question why that is. In other news, Adam Schefter owns two sports betting apps - Boom and Underdog.
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Obnoxious Boston Fan retweeted
Fansville was hit by an EF5 Tornado 🌪
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Things getting dicey in Austin A 2-SEC loss Texas won't be sniffing the SEC game and will have to sweat it out on CFB Playoff Selection Day The 24-team playoff could be a year too late for Arch
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Obnoxious Boston Fan retweeted
☠️ Death 💰 Taxes 🤮 Arch
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I am somewhere around first base in this photo Freshman year at @MarquetteU Brewers win 1982 AL Pennant That's right, the American League
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