Cash Or Nothing

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– In the wake of a consequential ruling by the US Court of Appeals for the Ninth Circuit against Kalshi, two operators are taking separate paths in an effort to overturn the decision. On 28 August, the Ninth Circuit ruled in a 3-0 decision that sports event contracts do not qualify as federally regulated swaps under the Commodity Exchange Act. Earlier this week, Kalshi filed for an en banc re-hearing with the Ninth Circuit, this time before an 11-judge review. Robinhood, meanwhile, filed a petition of certiorari with the Supreme Court in a move to effectively bypass the Ninth Circuit. It is widely believed that a circuit split between the Ninth Circuit and a separate decision by the Third Circuit will prompt the Supreme Court to take up the case.

– Real App, a social sports app built around live play-by-play, named FanDuel as its first prediction market partner. The partnership brings FanDuel’s odds and contextual markets directly into the app’s live sports experience. Fanatics Sports & Casino is adding some upgrades to its Fair Play offering. Among the changes, Fanatics has added first-half injury protection for player props. The option proved to be valuable for fans in Wednesday’s opener when Seattle Seahawks quarterback Sam Darnold left the game after the team’s fifth offensive play.

– According to the American Gaming Association, an estimated $40 billion will be wagered on the NFL via prediction markets this year. Last week, on the first full day of the 2026 college football season, Kalshi reported nearly $250 million in trading activity on college football.

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Americans wagered nearly $167 billion on sports in 2025 through regulated sportsbooks, an 11% increase year-over-year, according to data from the American Gaming Association (AGA).

The blurring line between financial investing and gambling has been accelerated by the rise of prediction markets—exchanges offering event contracts that are federally regulated as financial derivatives. U.S. News found that over 40% of active sports bettors now also participate in sports prediction markets.

Financial advisors continue to urge consumers to view sports wagering strictly as entertainment and to only risk funds they can afford to lose.

What is Cash Or Nothing?

In response to a query from local news outlet Patch, Republican Mayor Gary Grasso confirmed the existence of the donations from the Capri restaurant and the Are We Live nightclub, two Burr Ridge businesses owned by Filippo “Gigi” Rovito.    

Rovito, whom NBC Chicago previously reported has alleged ties to the Chicago Outfit, is facing federal charges of operating an illegal gambling business and conspiracy to collect extensions of credit by extortionate means.

He was among 22 people arrested in coordinated raids by the FBI April 29 following a long-running investigation dubbed “Operation Porterhouse Parlay,” which allegedly uncovered links between illegal gambling operations and restaurant networks spanning Northwest Indiana and suburban Chicago.