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 SBC Summit Americas in Fort Lauderdale. Hear them discuss: 01:06 – Tom’s family legacy and the founding of tomwaterhouse.com 02:13 – Australia’s gambling…

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 current efforts to raise $50,000,000 from investors. Hear them discuss: 09:37 - What it means for a company to raise money from investors 13:00 - Why Ja…

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 – Katie’s rural upbringing and start at the racetrack 02:28 – From walking hots to bloodstock reporting in Saratoga 03:10 – Thoroughbreds, quarter horses, a…

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 sharpest minds in the sports betting world, and his insights into exchanges, market making, and the future of the industry are as relevant today as the…

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 evolution 02:57 - Jason’s experience using TXODDS as a customer 04:06 - The role of TXODDS in data origination and live scouting 05:16 - Addressing hist…

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 of U.S. regulation. Hear him discuss: 03:00 – Lessons from building a global trading platform 04:50 – What Jason would’ve done differently with Smark…

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: found…

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 Department of Government Efficiency 07:43 - The evolving world of betting exchanges 08:33 - Alex on the potential of a CFTC-regulated betting exchange ecos…

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 betting moment 05:33 - What WagerWire does and how it creates a secondary market for sports bets 06:32 - The process of selling a bet through WagerWire 07:51…

On this episode of the Business of Betting podcast, Jason is joined by Greg Wolfe, CEO and co-founder of The Wolfline. Greg, an options trader turned sports betting analytics expert and advocate for consumer protection, shares his unique perspective on the industry. Hear them discuss: 01:32 - How Greg got started in sports betting at just five year…

On this episode of the Business of Betting podcast, Jason is joined by Manuel Stan, CEO of Catena Media. Hear them discuss: 01:01 - Manuel’s journey to Las Vegas and what it’s like calling it home 03:07 - An overview of what Catena Media does and its role in the sports betting ecosystem 04:03 - How shifts in the U.S. market are impacting Catena Med…

On this episode of the Business of Betting Podcast, Jason is joined by Mark Phillip, CEO and founder of MetaBet and Are You Watching This?! Hear them discuss: 01:03 - Mark’s take on life in Austin, Texas—Is it worth the hype? 06:30 - The changing landscape of sports media and viewership habits 08:20 - Will younger generations maintain the same leve…

On this episode of the Business of Betting Podcast, Jason is joined by Captain Jack Andrews, Co-Founder of Unabated. Hear them discuss: 02:20 - How Captain Jack's first trip to Las Vegas ignited his passion for gambling 06:10 - His advocacy for fairness in sports betting inspired by personal experiences with limitations 07:40 - Why he believes spor…

On this episode of the Business of Betting Podcast, Jason is joined by Steven Salz, Co-Founder and CEO of Rivalry, a Canadian company focused on serving a new generation of bettors with a mix of eSports, traditional sports, and gaming products. Hear them discuss: 01:53 - Steven’s view on Canada’s current state, including challenges in healthcare an…

On this episode of the Business of Betting Podcast, Jason hosts an office hours session to kick off 2025. Hear him discuss: 03:40 - DraftKings’ latest attempt to monetize through subscription fees and his perspective on the move 05:30 - Bet365’s impressive revenue growth and its controversial market practices 08:50 - Reflections on the U.S. electio…

On this episode of the Business of Betting Podcast, Jason is joined by Adam Krejcik, co-founder and partner at Eilers & Krejcik Gaming. Hear them discuss: 00:50 - How Adam's company name creates lasting impressions 03:20 - The services Eilers & Krejcik Gaming provides and their value to stakeholders 07:16 - Adam’s background and his path into the g…

On this episode of the Business of Betting Podcast, Jason is joined by Nigel Eccles, founder of BetHog and co-founder of FanDuel. Hear them discuss: 3:11 - Why the UK startup scene struggles to compete with the US. 8:23 - Founding FanDuel and the challenges of building a billion-dollar company. 14:27 - Why Nigel stayed in the US and the entrepreneu…

On this episode of the Business of Betting Podcast, Jason is joined by Jeff Ifrah, Founding & Managing Partner at Ifrah Law. Hear them discuss: 01:30 - Jeff’s reaction to U.S. midterm results and their impact on sports betting. 02:13 - Insights into New Jersey legislation and the issue of "skins." 04:00 - Balancing political realities with free-mar…

On this episode of the Business of Betting Podcast, Jason is joined by Rob Davies, COO of PowerPlay. Hear them discuss: 01:00 - Rob’s unique background in philosophy and his PhD on religious toleration 02:15 - Why Rob will always be a Bolton Wanderers fan, no matter what! 03:00 - The importance of accepting fallibility in business and decision-maki…

On this episode of the Business of Betting Podcast, Jason is joined by writer, David Hill to discuss his Rolling Stone feature - "Is the $11 Billion Online Sportsbook Bubble About to Burst?" Hear them discuss: 00:51 - David's transition from a union organizer to becoming a writer and how it shaped his immersive storytelling approach. 07:30 - David'…

On this episode of the Business of Betting Podcast, Jason is joined by Jeff Benson, Director of Operations at Circa Sports. Hear them discuss: 02:10 - How Jeff got started in the sports betting industry 03:30 - What brought Jeff to Circa Sports and his early impressions of the company 06:40 - The growth strategy for Circa Sports and its approach to…

On this episode of the Business of Betting Podcast, Jason is joined by his coach, Liam Forde, Founder and CEO of The Zone. Hear them discuss: 03:00 - How Jason first met Liam and began coaching with him 05:20 - Liam’s views on when strict coaching models may or may not work 06:30 - How to motivate employees without anger, and why clarity and respon…

On this episode of the Business of Betting Podcast, Jason is joined by Sue Schneider, Co-Founder at Defy the Odds. Hear them discuss: 03:15 - How Sue got started in the betting industry 07:42 - The early days of online gaming and betting 12:33 - Challenges Sue faced in building an industry presence 16:50 - The evolution of regulatory frameworks in …

On this episode of the Business of Betting Podcast, Jason is joined by Adam Small, founder of Third Planet Affiliates. Hear them discuss: 02:01 - Adam’s background and entry into the betting industry 02:40 - Election mania and its impact on business sentiment 03:24 - The role of affiliates in the betting industry 04:23 - Industry insights and trend…

On this episode of the Business of Betting Podcast, Jason answers listener-submitted questions and shares his insights on the latest developments in the industry, including the proposed UK gambling tax, sweepstakes models, and NCAA player prop markets. Hear him discuss: 01:26 - His recent trip to Vegas and G2E conference highlights 03:30 - Impact o…