DraftKings -10000 Cashout Disaster

A sportsbook accidentally listed every golfer in the Cognizant Classic at -10000 while adjusting lines — and for a brief window, chaos broke out across the market. Bettors holding longshots suddenly saw absurd cashout offers hit their accounts, creating one of the wildest pricing errors we’ve seen in golf betting. The crew breaks down what actually happened, how these -10000 placeholders triggered massive cashouts, whether books are obligated to honor them, and what this says about how sportsbooks manage live risk and line moves.

We also dive into Alex Monahan’s claim that bankroll management is overrated and debate whether traditional betting discipline is outdated in today’s market. Joining Jacob Gramegna are Mike (Mr. PeanutBettor), Joey Knish, and Porter from BA Analytics to unpack the controversy, the philosophy clash, and everything else making noise in gambling Twitter this week.

📅 New episodes of Circle Back every Monday at 1pm ET and Friday at 8am ET. Plus, watch for additional content every Wednesday, ranging from interviews with industry experts to instructional videos!

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SHOW INDEX

0:00 - Circle Back Friday with Jacob Gramegna, Mike aka Mr. PeanutBettor, Joey Knish and Porter

3:26 - -1000 Cashout Disaster

12:38 - End of an era?

19:43 - Overrated?

26:57 - Just bet more

33:43 - Mind your business

39:58 - 65 game rule

46:56 - Poor taste

50:46 - What a time to be alive

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Disclaimer: The content presented in this show is intended for entertainment purposes only. All opinions expressed are those of the hosts and do not necessarily reflect the views or opinions of any individuals or organizations mentioned. Statements made about public figures or entities are based on publicly available information and are not intended to harm or defame any person or business. This show relies on the fair use of social media posts, which are presented in good faith for the purpose of commentary and criticism. Viewers are advised to form their own opinions.

Circles Off podcast is an entertainment podcast. The opinions expressed in the podcast are for the purpose of discussion in the area of sports betting, online gaming and other like markets. Circles Off podcast does not condone unlawful or illegal activity, and if you are unsure of the laws in your jurisdiction surrounding these markets, please seek the appropriate legal advice about strategies that you intend to implement. Please gamble responsibly.

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