
The Risk Takers Podcast Vibes-Based Tennis Betting & CNN Stardom w/ Isaac Rose-Berman | Ep 119
Sep 3, 2025
Isaac Rose-Berman, an advantage gambler and writer known as roundrobin42, shares insights from his journey in sports betting and his appearance in the CNN gambling documentary. He discusses the unique opportunities in tennis betting, emphasizing market inefficiencies and how qualitative adjustments can enhance models. Isaac also explores live betting tactics, the importance of creating personal numbers, and the impact of policy on the gambling industry. His passion for tennis shines through as he outlines future plans and advice for betting during major tournaments.
AI Snips
Chapters
Transcript
Episode notes
Grand Slams Multiply Live Edge Opportunities
- Grand Slams (men's three-out-of-five) provide far more derivative opportunities and live narrative than lower-tier events, increasing liquidity and exploitable spots.
- Isaac finds Slams multiple times more valuable for volume and live edges than Masters 1000 events.
Separate Casino From Sports Wallets
- Push for regulatory changes that separate casino iGaming from sports-betting wallets and interfaces to reduce cross-sell harm.
- Advocate fewer deceptive ads and clearer product separation to protect consumers and reduce predatory funnels into casino products.
Per-Bet Tax Is A Distortionary Mistake
- Illinois's per-bet tax/pass-through policy is distortionary and will either be passed to consumers or break operator economics.
- Isaac argues it incentivizes worse outcomes (higher minimums, more risk) and will likely not last.

