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Kalshi’s $22 billion problem

Fast Company Tech Jay Willis May 8, 2026
Kalshi’s $22 billion problem
AI Summary— plain English for professionals

# Kalshi's Legal Gamble Prediction markets platform Kalshi is in court arguing that letting people bet money on whether real-world events will happen isn't technically "sports betting"—a distinction that matters because Massachusetts has banned sports betting on its platform. The company has become wildly valuable ($22 billion) largely because its sports prediction markets bring in 90% of its revenue, but regulators and courts are pushing back on whether this business model is legal under existing gambling laws.

Grant Mainland had a tough day at the office earlier this week. A lawyer representing the prediction markets platform Kalshi, Mainland appeared before the Massachusetts Supreme Judicial Court on May 4 with an unenviable task: persuading the justices that a company that has literally advertised itsel

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