Reporter Bet Like a Reckless Gambler on DraftKings, Got VIP Status

Jake Pearson's undercover betting spree for ProPublica exposes lax safeguards, big incentives
Posted Sep 30, 2026 6:45 PM CDT
Updated Sep 30, 2026 7:03 PM CDT
Reporter Bet Like a Reckless Gambler on DraftKings, Got VIP Status
The DraftKings logo is displayed at the sports betting company headquarters, May 2, 2019, in Boston.   (AP Photo/Charles Krupa, File)

DraftKings' idea of a red flag may not look much like yours. For ProPublica, reporter Jake Pearson set out to see what it would take for the sportsbook to rein him in, deliberately mimicking a problem gambler on the app over 10 weeks—and instead got fast-tracked into VIP status. After blowing $1,800 in one night chasing NBA losses, Pearson says he was invited the very next day to try out DraftKings' VIP program. By the time it formally welcomed him and assigned a personal host, he'd deposited $5,800 and was racking up classic warning signs: bigger bets, frantic "loss chasing," long sessions, and a shift into higher-speed casino play.

The story details how DraftKings' "responsible gaming" nudges—optional limits, occasional pop-up reminders—were quickly followed or overshadowed by a barrage of promos, profit boosts, and encouragement to place riskier wagers and more microbets. Pearson ultimately deposited $21,600, lost $10,702, and never triggered what DraftKings calls a manual review, even after a self-imposed cooling-off period that was rewarded with a 25% deposit match. Regulators are starting to ask questions; this piece lays out why. Read Pearson's full investigation at ProPublica for the data, receipts, and DraftKings' response.

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