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.
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From Fantasy Baseball To Advantage Betting
- Isaac traced his start from fantasy baseball, trading cards, and gin rummy to online poker in COVID and then into sports betting.
- He credits studying, heavy volume, and market-value instincts from those early games for his edge today.
Tennis-Focused, Major-Event Strategy
- Isaac focuses roughly two-thirds of his volume on tennis, concentrated in Grand Slams and Masters 1000s where liquidity and derivatives are largest.
- He prefers derivatives (sets, totals) and live betting because niche pre-match markets are thinner and more exploitable live.
Three Tiers Of Tennis Markets
- Tennis markets split into moneyline, main derivatives (sets/totals), and niche props, with highest ROI in the niche group but low liquidity.
- Isaac specializes in mid-tier derivatives where liquidity and ROI balance and where live reads add value.