On this episode of the Business of Betting podcast, Jason is joined by Roger Ehrenberg, founder of Eberg Capital and a seasoned investor with a background in Wall Street and venture capital. Hear them discuss: 05:43 - From Wall Street to sports: Jason’s trading roots and the power of price in investing 07:06 - Roger’s seed investing strategy: founders, pricing, and the long game in sports 09:58 - Luck, skill, or timing? Unpacking Roger’s unicorn wins in sports and beyond 12:32 - High stakes, big rewards: Roger’s concentrated approach to sports investing 15:00 - Gritty founders in sports: lessons from Jason’s Deliveroo misstep 17:05 - Spotting sports founders with passion and proven excellence 21:39 - The psychology of sports founders: predicting resilience in high-pressure moments 24:09 - Sports as social glue: Roger’s vision for fandom in a fragmented world 26:22 - Live sports vs. short attention spans: the battle for fan engagement 29:36 - Emerging sports and gaming: where fandom meets the future 31:14 - MLB’s turnaround: rule changes and the quest for younger fans 32:32 - Inside Roger’s sports portfolio: Marlins, Real Salt Lake, and Alpine F1 37:38 - Sports betting as social currency: tying fans together through wagers 41:18 - Fixing sports betting’s financial game: why it lags and how to catch up 43:01 - Navigating chaos: Roger’s advice for sports founders in uncertain times ⚡️ Follow BoB on Twitter/X ⚡️ Watch BoB on Youtube ⚡️ Follow Jason on Twitter/X ⚡️ 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. Hosted on Acast. See acast.com/privacy for more information.

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“What did the council decide on item 42?” — answered with the speaker and the moment.

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