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Michael Burry Bets on Sportsbooks DraftKings and Flutter

Published July 9, 2026 at 8:14 AM UTC

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Michael Burry, the investor renowned for predicting the 2008 housing market collapse, has disclosed significant investments in two major sports betting companies: DraftKings and Flutter Entertainment. Through his Substack newsletter, "Cassandra Unchained," Burry revealed that he initiated a position in DraftKings at approximately $26 per share and acquired Flutter shares around $107. These investments constitute a full-sized position in his portfolio, with a 60% weighting toward Flutter and 40% toward DraftKings.

Burry's decision to invest in these companies is rooted in his belief that both are undergoing significant operational improvements. He noted that "DraftKings is inflecting as an operating business," indicating a positive shift in its business operations. Regarding Flutter, Burry acknowledged past challenges but emphasized its strong operational foundation and substantial scale.

A notable aspect of Burry's investment strategy is his skepticism toward emerging prediction markets, such as Kalshi and Polymarket, which allow users to trade on real-world outcomes. He views these platforms as operating in a "loophole economy," existing adjacent to heavily regulated and taxed industries. Burry anticipates that regulatory bodies will eventually impose stricter controls on these markets, aligning them with existing regulations and taxation frameworks.

The announcement of Burry's investments had an immediate impact on the stock prices of both companies. DraftKings shares rose by approximately 0.5%, while Flutter Entertainment's stock increased by about 1% during after-hours trading.

Burry's entry into the sports betting sector is not unprecedented. In 2020, he held stakes in Las Vegas Sands and Wynn Resorts, demonstrating his interest in the gaming industry. His current investments in DraftKings and Flutter reflect a strategic bet on the maturation and regulatory evolution of the online gambling market.

As the sports betting industry continues to evolve, Burry's insights and investments may offer valuable perspectives on the sector's future trajectory.