E265 - Drew Tabor from Ungambled

E265 - Drew Tabor from Ungambled

On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Drew Tabor, Founder of Ungambled, to break down the evolving world of bonus farming, account profiling, and how sharp bettors gain long-term edges in the modern U.S. sportsbook landscape. Hear them discuss: 01:00 – Drew’s early background, from finishing every math class in his state to becoming the world’s #1 ranked Guitar Hero player and how that discipline shaped his entrepreneurial journey 03:00 – The origin story of Ungambled and why sharp bettors needed a more systematic way to bonus hedge and extend the lifespan of partner accounts 05:00 – How the Ungambled app deliberately violates sharp-betting heuristics to profile accounts as “high-limit squares” 07:00 – The logic behind hedging bonuses, manipulating CLV signals, and timing-based strategies that minimize detection 08:00 – Why female accounts statistically receive higher bonuses and how users scale earnings through partner accounts 09:00 – Building “aggressive bonus farming” systems that generate $10–$20K in two months and how VIP programs expand opportunity 12:00 – The future of Ungambled: hedging multi-book parlays, advanced modeling, and automation designed to scale 14:00 – The business philosophy of leverage software, capital, people, and one-to-many systems and how it informs Drew’s long-term vision 17:00 – Prediction markets, crypto casinos, and whether bonuses shrink or sustain as the industry matures 19:00 – Why Drew rarely bets recreationally anymore and why same-game parlays still hold a soft spot for him

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E253 - Davis Catlin from Discerning Capital

E253 - Davis Catlin from Discerning Capital

On this episode of the Business of Betting Podcast, Jason is joined by Davis Catlin, Managing Partner at Discerning Capital, an investment firm focused on regulated gambling across sports, media, and ...

4 Heinä 202533min

E252 – Jason Trost on Zero Latency

E252 – Jason Trost on Zero Latency

On this special crossover episode of the Business of Betting podcast and Zero Latency: An Eilers & Krejcik Gaming Podcast, Jason Trost of Smarkets sits down with Brad Allen to explore the state of pre...

27 Kesä 202520min

E251 - Tony Trzeciak

E251 - Tony Trzeciak

On this episode of the Business of Betting Podcast, Jason is joined by Tony Trzeciak, angel investor and founder, to talk about betting data, AI, personal resilience, and one of the most powerful pers...

20 Kesä 202543min

E250 - Office Hours with Jason

E250 - Office Hours with Jason

On this episode of the Business of Betting Podcast, Jason returns for another Office Hours session, where he answers listener questions about the betting industry, regulation, funding strategy, and mo...

13 Kesä 202517min

E249 - Daniel Wallach from Wallach Legal

E249 - Daniel Wallach from Wallach Legal

On this episode of the Business of Betting Podcast, Jason is joined by Daniel Wallach, sports law expert and founder of Wallach Legal.   Hear them discuss: 04:35 - Daniel's leap from traditional law t...

9 Kesä 202555min

E248 - Tom Waterhouse from Waterhouse VC

E248 - Tom Waterhouse from Waterhouse VC

On this episode of the Business of Betting podcast, Jason is joined  by Tom Waterhouse, Managing Partner at Waterhouse VC and fourth-generation bookmaker. This episode was recorded in-person at the SB...

16 Touko 202531min

E247 - Jesse Learmonth

E247 - Jesse Learmonth

On this episode of the Business of Betting Podcast, Jason is joined by Jesse Learmonth, host of the Betting Startups Podcast, who guest-hosts to interview Jason about his company, Smarkets, and its cu...

9 Touko 202543min

E246 - Katie Bo Lillis

E246 - Katie Bo Lillis

On this episode of the Business of Betting podcast, Jason is joined by Katie Bo Lillis, CNN intelligence reporter and author of Death of a Racehorse: An American Story.   Hear them discuss: 01:06 – Ka...

2 Touko 202540min

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