Are Bettors Getting Smarter?

Rob Pizzola sits down with The Shipper, a professional sports bettor who made the leap from working as a sportsbook trader to taking on the betting world full-time. In this follow-up interview — one of the most requested guests on Circles Off — Shipper shares how he approaches betting today, what sportsbooks look for when limiting players, and tips every bettor can use.

Whether you’re a casual fan or a sharp bettor, this episode is packed with insights into the mindset, strategy, and lessons learned from someone who’s seen the inside of the industry. Shipper discusses his experiences betting around the world, the signals sportsbooks watch when limiting accounts, and practical advice for improving your own betting approach.

If you enjoyed the first interview with Shipper, you don’t want to miss this one — it goes even deeper into the world of professional sports betting, revealing the strategies and thought processes that separate casual bettors from professionals.

📅 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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SHOW INDEX

0:00 - Circles Off with Rob Pizzola

2:27 - Interview with The Shipper

1:29:50 - +EV and -EV

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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