Young Stars Rising on Calshi Leaderboards

Artificial intelligence is starting to reshape the sports betting landscape, and this episode digs into what that actually means going forward. The crew breaks down how AI is being used, where it actually matters, and where the hype gets out of control. From there, the conversation shifts to a so-called “documented” loser in the betting space and what that situation reveals about public tracking, transparency, and credibility. The episode also gets real about the harsh realities of trying to go pro in sports betting — variance, lifestyle pressure, misconceptions, and what most people underestimate about the grind. As always, the discussion branches into broader industry truths and uncomfortable realities bettors don’t always like to hear.

Circle Back is hosted by Jacob Gramegna and features Joey Knish and Mike (Mr. PeanutBettor). This episode also welcomes two-time betting contest winner Chris Dierkes, who brings firsthand perspective on competing, winning, and surviving at the highest levels of sports betting.

📅 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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LINKS

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SOCIALS

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FOLLOW

🔵 Follow Jacob - https://x.com/jacob_gramegna

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OUR OTHER CHANNELS

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SHOW INDEX

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

2:20 - Artificial Intelligence's impact on sports betting

13:46 - Who are you actually losing to now

19:01 - Is there a flaw in the data?

25:52 - Proof of a "documented loser"

33:21 - Reading your comments

39:28 - The "harsh" reality of being a sports bettor

47:45 - This Super Bowl is going over and under

56:51 - Should this be legal?

#SportsBetting #Betting #circleback #bettingtips #bettingstrategy #bettingstrategies #bettingadvice #gambling

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.

TITLE: How AI Is Reshaping Betting, the Harsh Reality of Going Pro & More | Presented by Kalshi

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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