
E269 - Bill Miller from American Gaming Association
12/12/2025 | 38min
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Bill Miller, CEO of the American Gaming Association, for a deep dive into prediction markets, federal vs. state authority, industry fragmentation, and the future of U.S. gambling policy. Hear them discuss: 01:00 – Bill’s journey to the AGA, his background at the Business Roundtable and U.S. Chamber of Commerce, and how he entered the gaming industry on the same day the Wire Act was reinterpreted 02:00 – The rapid rise of prediction markets, how CFTC involvement blindsided the industry, and why AGA sees loophole-based models as regulatory threats similar to skill games and sweepstakes 04:30 – The internal tensions leading to DraftKings, FanDuel, and Fanatics leaving the AGA, and why licensed operators joining prediction markets created an irreconcilable conflict with AGA’s mission 07:00 – Why offering sports contracts not elections or Oscars is what triggered the regulatory showdown, and how state regulators view the integrity of approved betting menus 08:30 – Industry fragmentation: the rise of new trade groups (Sports Betting Alliance & Coalition for Prediction Markets), how CEOs face shareholder pressure, and whether reunification is possible 11:00 – The legal battle ahead: federalism, states’ rights, tribal sovereignty, and why the AGA expects the dispute to reach the Supreme Court 14:00 – How prediction markets could undermine tribal exclusivity (e.g., Florida), state budgets, and federally recognized regulatory authority 18:00 – The “One Big Beautiful Bill,” why the AGA supported it, and how the late-added 90% loss deduction rule blindsided the industry—and the bipartisan effort underway to reverse it 24:00 – Bill’s experience representing Fortune 500 CEOs and how those relationships helped modernize cashless payments and banking integrations for casinos 29:00 – Texas & California outlooks: entrenched political roadblocks, tribal dynamics, and whether prediction markets could actually unify tribal interests 33:00 – G2E’s growth, what exhibitors really want, and how AGA navigates pre-show vs. on-floor engagement in the largest gaming conference in the world 37:00 – Bill on being a gambler, his favorite games (craps, blackjack, roulette), and why 2026 will be one of the most consequential years in gaming policy ⚡️ Follow BoB on Twitter/X ⚡️ Watch BoB on Youtube ⚡️ 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. Get your first month free: https://optimove.com/businessofbetting

E268 - Shawn Fluharty
05/12/2025 | 37min
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Shawn Fluharty, West Virginia Delegate, President of NCLGS, and Head of Government Affairs at Play’n GO to break down the rapidly shifting U.S. gambling landscape, from prediction markets to sweepstakes crackdowns to the political realities shaping iCasino expansion. Hear them discuss: 01:00 – Shawn’s path from journalism student to West Virginia legislator and the surprising way he ended up in gaming policy 03:00 – How West Virginia became an early adopter of sports betting and iCasino, and why integrity fees failed before they even started 05:00 – Why gaming policy remains bipartisan and how lawmakers think about consumer protection, revenue, and political optics 07:00 – The sweepstakes industry crackdown: why states view it as revenue leakage and why the model was always doomed 09:00 – Prediction markets, CFTC authority, and why Shawn believes the issue is heading toward the Supreme Court 12:00 – The danger of loophole-based gambling models and how regulators evaluate “if it walks like a duck…” arguments 14:00 – iCasino progress: which states are closest to legalizing next, and why education gaps stall legislative momentum 17:00 – The post-PASPA state-federal balance: who actually controls the future of U.S. gambling policy? 19:00 – Responsible gambling oversight, the shrinking gray market, and parallels between sweepstakes and historical horse racing 21:00 – The future of prediction markets, what happens if they scale, and whether they can coexist with casino-style outcomes ⚡️ Follow BoB on Twitter/X ⚡️ Watch BoB on Youtube ⚡️ 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. Get your first month free: https://optimove.com/businessofbetting

E267 - Adam Kaplan from Astralis Capital Management
28/11/2025 | 24min
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Adam Kaplan, investor, operator, and long-time industry strategist working at the intersection of sports betting, DFS, prediction markets, and emerging gaming products. Hear them discuss: 01:00 – How the pace of innovation since PASPA has completely reshaped the gaming landscape 02:00 – DraftKings & FanDuel’s decision to leave the AGA, what it signals, and why prediction markets are forcing operators to redraw alliances 03:15 – How big operators approach new products: build, buy, undermine… then build anyway and why speed now separates winners from laggards 04:50 – Who becomes dominant in prediction markets: PolyMarket, Kalshi, DraftKings, FanDuel, Robinhood and the power of cross-sell advantages 06:45 – Why everyone is entering prediction markets despite lower CAC/LTV economics and why public companies can’t afford to sit out 08:45 – Why land-based casino operators are staying away, and which companies are best positioned to launch direct-to-consumer prediction products 10:30 – Testing the boundaries: whether prediction markets will push into casino-style propositions and how regulators might respond 12:00 – The big question: Do prediction markets survive the courts? Will the fight reach the Supreme Court? What operators must hedge for. 13:30 – How investor pressure, stock performance, and regulatory risk are forcing operators to move quickly even without clarity on legality 16:00 – What PrizePicks could mean for U.S. market share, innovation cycles, and the next phase of digital gaming competition 18:50 – Emerging innovations bubbling under the surface: new gaming categories, regulatory interpretations, and tech-driven product shifts 20:15 – What the next 5–10 years might look like: consolidation vs. vertical specialization, crypto-integrated markets, and where Robinhood could disrupt the most ⚡️ Follow BoB on Twitter/X ⚡️ Watch BoB on Youtube ⚡️ 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. Get your first month free: https://optimove.com/businessofbetting

E266 - Pierre Lindh from Next.io
26/11/2025 | 37min
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Pierre Lindh, Co-Founder and Managing Director of Next.io, for a wide-ranging conversation recorded live at G2E Las Vegas. Hear them discuss: 00:00 – How Pierre began running a 150-player underground poker club at age 15 03:50 – The 2006 police raid that made national headlines and launched his gaming career 05:45 – Swedish poker culture, card-playing heritage, and why Texas Hold’em spread so quickly 09:00 – How live poker culture changed from social gatherings to headphones and sunglasses 12:00 – Building Next.io: 800+ global events and designing conferences for every personality type 15:00 – Why Malta became the world’s online-gambling capital 19:00 – Why Pierre’s identity is inseparable from Next.io and how he thinks about entrepreneurship 27:00 – The future of gambling: prediction markets, sweeps, skill games, and U.S. creativity 28:40 – The shrinking global gray market: why operators must choose regulated or unregulated paths 30:00 – Why the U.S. is brutally competitive and only a few operators can thrive 32:00 – Cultural differences in loyalty, trust, and brand adoption in gambling markets 36:40 – Closing thoughts from the G2E show floor ⚡️ Follow BoB on Twitter/X ⚡️ Watch BoB on Youtube ⚡️ 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. Get your first month free: https://optimove.com/businessofbetting

E265 - Drew Tabor from Ungambled
21/11/2025 | 32min
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 ⚡️ Follow BoB on Twitter/X ⚡️ Watch BoB on Youtube ⚡️ 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. Get your first month free: https://optimove.com/businessofbetting



Business of Betting Podcast