

Caitlin Ostroff
Investigative reporter for The Wall Street Journal covering technology and markets, contributing reporting on prediction markets and related regulatory issues in this episode.
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Feb 17, 2026 • 24min
Insiders Are Cashing In on Prediction Markets
Caitlin Ostroff, an investigative reporter at The Wall Street Journal who covers tech and markets, digs into booming prediction markets. She walks through suspicious big halftime bets, how Polymarket and Kalshi operate, and traders making huge profits. The conversation probes insider-information risks, regulatory gray areas, and how platforms might tighten controls.


