Business of Betting Podcast

On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Joe Maloney, President of the Sports Betting Alliance to discuss the policy battles shaping the future of regulated sports betting in the United States.

Hear them discuss:

00:00 – Joe discuss the role of the Sports Betting Alliance and the current state of U.S. sports betting policy.

02:00 – An overview of the organization’s mission and how it represents major sportsbook operators in legislative and regulatory conversations.

06:30 – Why prediction markets have become a hot topic and why the SBA has not taken a unified position.

12:00 – Joe explains why online casino expansion remains a major priority for operators and industry advocates.

18:30 – A look at which states could be next to legalize and what hurdles remain in key markets.

24:00 – How policymakers weigh tax revenue, consumer protection, and pressure from competing stakeholders.

30:00 – Joe shares his outlook on upcoming legislative fights and where the industry may be headed next.

35:00 – Final reflections on the evolving landscape and the role of advocacy groups in shaping the future of betting.

 

 

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On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Peter Overzet, fantasy sports personality, content creator, and entrepreneur, for a candid conversation on creativity, monetization, best ball growth, and the realities of building a media career in betting and fantasy sports.

Hear them discuss:
00:00 – Peter’s background in fantasy, DFS, and content creation, and how he navigates a fragmented media landscape
02:30 – The rise of the “Pete Mans” persona, using humor to break into the industry, and why parody worked
05:30 – Early pivots through poker, crypto, and NFTs, and how chasing curiosity shaped his career path
08:30 – Moving away from characters and leaning into authenticity as a long-term brand strategy
14:30 – The current state of fantasy sports, industry layoffs, and concerns about innovation stagnation
17:30 – Why best ball continues to grow while traditional DFS struggles to evolve
20:30 – Monetization realities: balancing W2 work, affiliates, partnerships, and content revenue
24:00 – Long-running shows, on-air trust, and why chemistry beats rigid formats
27:30 – Outsourcing, operations, and the unsexy work behind sustainable content businesses
30:30 – Fatherhood, time management, and becoming more intentional with creative energy

 

 

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On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Isaac Rose Berman, gambling policy fellow, writer, and bettor, for an in-depth conversation on youth exposure to gambling, social media algorithms, prediction markets, and what effective responsible gambling policy should actually look like.

Hear them discuss:
00:00 – Introductions, Isaac’s background, and navigating credibility as a young voice in gambling research
02:30 – Isaac’s path from poker and sports betting to journalism, research, and policy work
06:30 – Underage gambling exposure, loot boxes, fantasy sports, and why kids are seeing gambling content without seeking it out
10:30 – The “gamified” nature of modern life, social media algorithms, and how gambling content spreads organically

14:30 – Why social media may pose a greater risk to young people than gambling itself
18:30 – Practical regulatory ideas: opt-out limits, schedulable cool-off periods, and separating sportsbook and casino apps
22:00 – Micro-betting vs. live betting, addiction risk, and why banning micro-bets may make sense
26:00 – Same-game parlays as entertainment products vs. high-frequency betting behavior
30:00 – Prediction markets, regulatory arbitrage, and whether sportsbooks will remain the dominant betting product
34:30 – Advertising, athlete endorsements, and why gambling ads generate universal fatigue
38:30 – Gambling education, parental conversations, and what modern gambling literacy should actually teach young people

 

 

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On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Seth Young, CEO of High Roller, for a wide-ranging conversation on prediction markets, public company dynamics, regulation, responsible gambling, and why the next wave of gaming may look very different from the last.

 

Hear them discuss:

01:00 – Seth’s background in gaming, law, and poker, and why prediction markets caught his attention at this moment

03:00 – The rapid rise of prediction markets, whether the space is getting “frothy,” and how consumer behavior is changing

04:30 – High Roller’s stock volatility following its prediction market announcement and how Seth thinks about public market pressure

08:00 – Competitive dynamics in prediction markets and what it takes to move beyond first-mover hype

11:30 – Licensing strategy, Canada expansion, and why U.S. market entry remains complex

13:00 – Prediction markets as audience-building tools and potential gateways into regulated gaming

16:30 – Supreme Court implications, states’ rights, and why government involvement is inevitable at scale

20:00 – Responsible gambling in prediction markets and why guardrails matter even outside traditional betting

24:00 – Could prediction markets extend into casino-style outcomes and other controversial frontiers?

28:00 – What’s next for High Roller, emerging trends in gaming, and Seth’s long-term outlook on the industry

 

 

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On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Michael “Mando” Anderson, Co-founder of Yeet and longtime crypto entrepreneur, for a wide-ranging conversation on crypto casinos, sportsbook innovation, prediction markets, regulation, and how AI is reshaping gambling, media, and business more broadly.

Hear them discuss:

01:00 – Mando’s background on Wall Street, his move into crypto, and the path that led him to gambling and media
02:30 – The founding of Yeet and why trust, transparency, and founder visibility matter in crypto gambling
05:00 – Competing in a space dominated by giants like Stake and why Yeet focuses on VIPs and community-first growth
08:00 – Launching a crypto sportsbook, regulatory realities, and why prediction markets are a different animal
11:00 – Regulation, enforcement uncertainty, and why the gambling landscape feels like a modern Wild West
14:00 – Prediction markets, insider advantage, and whether markets actually lead to “truth”
20:00 – NFTs, meme coins, and separating hype from real, lasting use cases
23:00 – Gamification, generational risk-taking, and the economic pressures driving betting behavior
26:00 – How AI is shrinking teams, replacing workflows, and changing how gambling businesses are built
29:00 – Why human connection, trust, and brand still matter in an AI-driven future
31:00 – Final thoughts on innovation, adaptability, and what’s coming next for betting and crypto

 

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