June 19, 2026 - Kalshi's annualized revenue reportedly crosses $2 billion at a $22 billion valuation, with monthly trading volume near $16.8 billion.
June 17, 2026 - Kentucky Attorney General Russell Coleman sues Kalshi, Polymarket, and sweepstakes-casino operator VGW Holdings, alleging the platforms are running unlicensed sportsbooks.
June 12, 2026 - The Coalition for Fair Markets, a trade group representing Kalshi, Crypto.com, and Polymarket, sues Kentucky's attorney general over the state's new prediction-market tax, calling it discriminatory.
June 10, 2026 - The CFTC releases a 267-page proposed rule for prediction markets and opens a 45-day comment period; the framework would allow most sports-related event contracts but ban those tied to player injuries, officiating decisions, in-game incidents, and acts of war or terrorism.
May 28, 2026 - Kalshi files its own federal lawsuit against Minnesota, arguing the state's new ban violates the Supremacy Clause and the company's First Amendment rights.
May 27, 2026 - Federal prosecutors charge Google security engineer Michele Spagnuolo with insider trading after he allegedly used internal search data to make $1.2 million betting on Polymarket's "Year in Search" markets.
May 24, 2026 - A New York Times investigation reports that senior CFTC officials who raised concerns about Polymarket, Crypto.com, and a Gemini affiliate were suspended, investigated, or pushed out of the agency.
May 19, 2026 - Minnesota Gov. Tim Walz signs the nation's first law banning prediction markets outright, making it a felony to operate or advertise platforms like Kalshi and Polymarket in the state starting Aug. 1; the CFTC sues to block it the next day.
May 11, 2026 - A federal judge in Arizona rules that federal law preempts state gambling law as applied to prediction markets, granting Kalshi injunctive relief in the state.
May 7, 2026 - Kalshi closes a $1 billion Series F round at a $22 billion valuation, led by Coatue with Sequoia Capital, Andreessen Horowitz, IVP, Paradigm, Morgan Stanley, and ARK Invest.
May 7, 2026 - The Fourth Circuit hears oral arguments in Kalshi's appeal of a Maryland federal court's refusal to block the state's gambling laws.
May 4, 2026 - The Massachusetts Supreme Judicial Court hears oral arguments in the state's case against Kalshi, with justices voicing skepticism toward the company's claim that its sports contracts differ meaningfully from sports betting.
Apr. 30, 2026 - The public comment period closes on the CFTC's advance notice of proposed rulemaking on prediction markets.
Apr. 24, 2026 - The CFTC and a coalition of 38 state attorneys general file competing amicus briefs on the same day at the Massachusetts Supreme Judicial Court, arguing opposite sides of the state-versus-federal jurisdiction question.
Apr. 23, 2026 - Federal prosecutors charge U.S. Army Special Forces Master Sgt. Gannon Ken Van Dyke with insider trading after he allegedly used classified information about the raid that captured Venezuelan leader Nicolás Maduro to make more than $400,000 on Polymarket.
Apr. 16, 2026 - The Ninth Circuit hears consolidated oral arguments in prediction-market cases involving Kalshi, Robinhood, and Crypto.com.
Apr. 6, 2026 - The Third Circuit becomes the first federal appeals court to rule on the issue, affirming a preliminary injunction that bars New Jersey from enforcing its gambling laws against Kalshi's sports event contracts.
Apr. 2, 2026 - The United States and the CFTC file simultaneous lawsuits against Arizona, Connecticut, and Illinois, arguing the Commodity Exchange Act preempts state enforcement against federally regulated prediction markets.
Apr. 2026 - Illinois Gov. JB Pritzker signs an executive order barring state officials and employees from trading on prediction markets using confidential information.
Apr. 2026 - Kentucky enacts a 14.25% excise tax on prediction-market transaction fees, set to take effect Jan. 1, 2027, and a separate measure barring licensed sportsbooks from partnering with prediction-market platforms starting July 15, 2026.
Mar. 27, 2026 - ICE completes a $600 million cash investment in Polymarket, closing out the $2 billion commitment it first announced in October 2025.
Mar. 23, 2026 - Sens. John Curtis (R-Utah) and Adam Schiff (D-Calif.) introduce the Prediction Markets Are Gambling Act, which would reclassify sports and casino-style event contracts as gambling outside CFTC jurisdiction.
Mar. 16, 2026 - The CFTC publishes an advance notice of proposed rulemaking on prediction markets.
March 2026 - The CFTC issues a staff advisory stating that event contracts must not be "readily susceptible to manipulation" and that exchanges must conduct real-time monitoring.
March 2026 - Arizona's attorney general files 20 criminal misdemeanor charges against Kalshi over its sports and election event contracts.
Feb. 19, 2026 - A federal judge in the Middle District of Tennessee grants Kalshi a preliminary injunction blocking the state from enforcing its gambling laws against the platform's sports event contracts.
Feb. 18, 2026 - A Massachusetts appeals court grants Kalshi a stay of the state's Jan. 20 injunction while the case proceeds to the Supreme Judicial Court.
Feb. 12, 2026 - The Federal Reserve publishes a paper finding that prediction-market prices forecast Fed rate moves on par with or better than Bloomberg consensus, the New York Fed survey, and fed funds futures.
February 2026 - The CFTC withdraws its June 2024 proposed rulemaking and September 2025 staff advisory on event contracts; ICE separately launches a Polymarket Signals and Sentiment tool for institutional data customers.
Jan. 29, 2026 - CFTC Chairman Michael Selig announces the agency will move forward with formal prediction-market rulemaking, scrapping an earlier proposal that would have barred sports and political event contracts.
Jan. 27, 2026 - The Illinois Gaming Board sends Polymarket US a cease-and-desist letter, following earlier letters to Kalshi, Crypto.com, and Robinhood in April 2025.
Jan. 20-23, 2026 - A Massachusetts Superior Court judge grants the state's motion for a preliminary injunction against Kalshi, the first court order of its kind against a prediction-market platform, and orders it to geofence Massachusetts residents by Jan. 23.
Jan. 9, 2026 - Kalshi says it has surpassed $100 billion in annualized trading volume.
Jan. 7, 2026 - Polymarket and Dow Jones announce an exclusive data partnership putting prediction-market probabilities into the Wall Street Journal, Barron's, MarketWatch, and Investor's Business Daily.
Dec. 22, 2025 - FanDuel and CME Group launch FanDuel Predicts in five states, following DraftKings Predictions and Fanatics Markets into the standalone prediction-market space.
Dec. 2, 2025 - Polymarket officially reopens to US customers after receiving an amended CFTC order of designation, ending a ban that had been in place since 2022.
Oct. 7, 2025 - ICE, the parent company of the New York Stock Exchange, announces a strategic investment of up to $2 billion in Polymarket at an approximate $8 billion pre-investment valuation.
September 2025 - Massachusetts Attorney General Andrea Campbell sues Kalshi in state court, becoming the first state to sue a prediction-market operator over sports event contracts.
September 2025 - The CFTC issues a staff advisory stating that sports event contracts had been listed "pursuant to self-certifications," and that the agency had not yet determined whether such contracts involve activity prohibited under the Commodity Exchange Act.
July 2025 - The DOJ and CFTC close their investigations into Polymarket without bringing charges, and the company acquires QCX LLC, a CFTC-licensed exchange, for $112 million to build a compliant path back into the US market.
April 2025 - The Illinois Gaming Board sends cease-and-desist letters to Kalshi, Crypto.com, and Robinhood over sports and political event contracts offered without a state gaming license.
March 2025 - New Jersey's Division of Gaming Enforcement sends Kalshi a cease-and-desist letter, the first state action against the company's sports event contracts and the origin of the case that later reached the Third Circuit.
February 2025 - CFTC Acting Chair Caroline Pham says the agency's existing interpretations of event contracts are "a sinkhole of legal uncertainty," signaling a more permissive federal stance toward prediction markets.
Janunary 2025 - Kalshi and other CFTC-regulated exchanges begin offering sports-related event contracts for the first time, following a change in agency leadership.
Sept. 6, 2024 - A federal court rules the CFTC exceeded its authority by blocking Kalshi's election-outcome contracts; the CFTC drops its appeal the following May, cementing the win and signaling a more permissive federal posture toward event contracts generally.
Jan. 3, 2022 - The CFTC fines Polymarket $1.4 million and bars it from serving US customers after ruling it operated as an unregistered derivatives exchange, a ban that holds until its US relaunch in late 2025.
November 2020 - The CFTC designates Kalshi as a registered exchange, making it the first federally regulated platform to offer retail event contracts.