On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by legendary oddsmaker and gambling industry icon Roxy Roxborough to reflect on his career, the evolution of sports betting, and where the industry is headed next.
Hear them discuss:
01:00 - Roxy’s introduction and early memories of gambling culture
03:00 - How racetracks and pool halls shaped the early gambling ecosystem
07:30 - Building Las Vegas Sports Consultants and making odds for the world
12:30 - The rise of technology, computers, and early data-driven betting models
16:00 - Post-PASPA sports betting: what Roxy got right, what he got wrong
20:00 - Why FanDuel and DraftKings dominated—and legacy operators got left behind
24:00 - Prediction markets, taxation surprises, and what bettors don’t see coming
28:00 - Match fixing, integrity concerns, and whether gambling problems are truly new
31:00 - The gambler’s mindset and how it impacts real-life decision making
34:00 - Fashion, legacy, and lessons learned from a lifetime in betting
37:00 - Final thoughts on regulation, education, and the future of the industry
⚡️ Follow BoB on Twitter/X
⚡️ Watch BoB on Youtube
⚡️ Apply to be a guest here
---
This podcast is presented by Optimove, the #1 CRM Marketing solution for the iGaming industry. Since 2012, Optimove has served iGaming Operators from startups to industry leaders. Today, 4 out of the Top 5 US Operators Personalize Player Experiences with Optimove. iGaming operators know their growth journey begins and continues with Optimove, the #1 CRM Marketing solution for the iGaming industry. Get your first month free: https://optimove.com/businessofbetting
