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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Episoder(289)

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 Mai 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 Mai 202540min

E245 - Matthew Trenhaile (re-release)

E245 - Matthew Trenhaile (re-release)

We're bringing back one of our all-time most popular episodes for a special re-release! Originally aired last year, this conversation with Matthew Trenhaile was a fan favorite. Matthew is one of the ...

25 Apr 20251h 7min

E244 - Thomas McGrath from TXODDS

E244 - Thomas McGrath from TXODDS

On this episode of the Business of Betting Podcast, Jason is joined by Thomas McGrath, Chief Revenue Officer at TXODDS. Hear them discuss: 01:29 - The founding story of TXODDS and its early product e...

11 Apr 202526min

E243 - Office Hours with Jason

E243 - Office Hours with Jason

On this episode of the Business of Betting Podcast, Jason returns for another Office Hours session, answering listener questions and reflecting on Smarkets’ journey, product-market fit, and the future...

4 Apr 202519min

E242 - Roger Ehrenberg from Eberg Capital

E242 - Roger Ehrenberg from Eberg Capital

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 the...

21 Mar 202546min

E241 - Alex Kane from Sporttrade

E241 - Alex Kane from Sporttrade

On this episode of the Business of Betting podcast, Jason is joined by Alex Kane, CEO and founder of Sportrade. Hear them discuss: 03:13 - Alex’s balanced take on Trump’s policies, including the Depa...

14 Mar 202533min

E240 - Travis Geiger from WagerWire

E240 - Travis Geiger from WagerWire

On this episode of the Business of Betting Podcast, Jason is joined by Travis Geiger, the CXO and Co-founder of WagerWire. Hear them discuss: 04:01 - How WagerWire was founded from a real-life bettin...

8 Mar 202526min

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