Business of Betting Podcast
A podcast dedicated to the sports betting industry, covering it from the perspectives of bettors, operators, and industry insiders. Hosted by Jeff Edelstein, a Senior Analyst at InGame.com, the show explores the business side of betting, including market trends, strategies, and insider insights. Each episode aims to give listeners a comprehensive view of how the sports betting landscape operates.
Episodes
E312 - Gina Fiore
On this episode of the Business of Betting podcast, Jeff Edelstein is joined by Gina Fiore, professional advantage player and author of Advantage Player, to discuss her journey from blackjack dealer to professional gambler, the world of advantage play, and the story behind her new book and upcoming TV adaptation.
Hear them discuss:
Gina’s childhood in Long Island, move to Nevada, and early purs
E311 - Captain Jack Andrews
On this episode of the Business of Betting podcast, Jeff Edelstein is joined by Captain Jack Andrews to discuss the evolution of advantage play, the rise of prediction markets, and the changing economics of sports betting.
Hear them discuss:
Captain Jack’s journey from private advantage player to a public voice in the gambling industry.
How advantage play has evolved from card counting into a c
E310 - Justin Herzig from PredictQ
On this episode of the Business of Betting podcast, Jeff Edelstein is joined by Justin Herzig, Co-founder of PredictQ, to discuss his journey from DFS and fantasy sports to prediction markets and his approach to finding new edges as markets evolve.
Hear them discuss:
Justin’s evolution from Yahoo fantasy leagues and DFS to Best Ball, showdown formats, simulations, and prediction markets.
How he i
E309 - Karl Whelan
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Professor Karl Whelan, Professor of Economics at University College Dublin and author of Fine Margins: How Economics Explains Sports Betting.
Hear them discuss:
How Karl went from macroeconomics to researching the economics behind sports betting.
What bookmakers got right about home-field advantage when sports retur
E308 - Sean Green from Sports Gambling Podcast Network
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Sean Green, co-founder and host of the Sports Gambling Podcast Network (SGPN), to discuss how a passion project that started with two friends picking NFL games grew into one of the longest-running independent sports betting media companies. Sean shares lessons on authenticity, audience building, monetization, independe
E307 - Jay Cohen from World Sports Exchange
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Jay Cohen, author of Odds Man Out and founder of the World Sports Exchange, to discuss his pioneering sports betting exchange, the legal battle that led to his imprisonment, and why he believes today's prediction markets are following a path he helped create nearly three decades ago.
Hear them discuss:
How Jay's bac
E306 - Steven Dresner from DealFlow Events
On this episode of Business of Betting, Jeff Edelsten is joined by Steven Dresner, Founder of DealFlow Events, to discuss the rise of prediction markets, why the space has become impossible to ignore, and what the future could hold for institutional adoption, specialized exchanges, and the broader financial ecosystem.
Hear them discuss:
Why DealFlow Events decided to enter the prediction market
E305 - Peter Schoenke from Fantasy Life
On this episode of the Business of Betting podcast, Jeff Edelstein is joined by Peter Schoenke, CEO of Fantasy Life and longtime fantasy sports entrepreneur, for a wide-ranging discussion on the evolution of fantasy sports, the early days of RotoWire, regulation, Daily Fantasy Sports, AI, and the future of the fantasy sports industry.
Hear them discuss:
Peter Schoenke's journey from financial j
E304 - Adam Bjorn from Plannatech Group
On Episode 304 of the Business of Betting podcast, Jeff Edelstein is joined by Adam Bjorn, CEO of Plannatech Group, for a wide-ranging discussion on his three decades in sports betting, Prime, prediction markets, U.S. regulation, and the future of the industry.
Hear them discuss:
How Adam got his start in sports betting in Australia and the cultural influence of the Melbourne Cup.
Why America's
E303 - Jonathan Cohen
On Episode 303 of the Business of Betting podcast, Jeff Edelstein is joined by Jonathan Cohen, Policy Lead at the American Institute for Boys and Men and author of Losing Big, for a wide-ranging discussion on sports betting regulation, the challenges facing young men, prediction markets, gambling education, dopamine-driven technology, and the future of responsible gambling policy.
Hear them disc
E302 - Zack Panos from 4Casters
On Episode 302 of the Business of Betting podcast, Jeff Edelstein is joined by Zack Panos, founder of 4Casters, for a deep dive into the future of prediction markets, peer-to-peer betting, and the evolving sports betting ecosystem.
Hear them discuss:
Zack's journey from learning poker and risk management as a child to founding 4Casters and building a peer-to-peer betting exchange.
Why predictio
E301 - Adam Small from Third Planet Media
On Episode 301 of the Business of Betting podcast, the tables are turned as Third Planet CEO Adam Small takes over hosting duties to interview Jeff Edelstein. Together, they reflect on the evolution of the U.S. sports betting industry since PASPA, debate prediction markets, discuss the future of gambling regulation, and explore why the industry's biggest challenges may still lie ahead.
Hear them
E300 - Dave Portnoy from Barstool Sports
On Episode 300 of the Business of Betting podcast, Jeff Edelstein is joined by Barstool Sports founder Dave Portnoy for a candid conversation covering the rise of Barstool, the ESPN Bet partnership, gambling regulation, cancel culture, media, politics, philanthropy, and what the future might hold, including a possible run for public office.
Hear them discuss:
Why the Barstool Sportsbook partners
E299 - John Phillips from PredictIt
On this episode of the Business of Betting podcast, Jeff Edelstein is joined by John Aristotle Phillips, founder of PredictIt and CEO of Aristotle.
Hear them discuss:
How PredictIt was founded and why prediction markets emerged as an alternative to traditional polling
Why prediction markets could fundamentally change the way people think about risk, probability, and decision-making
The future o
E298 - David Purdum from ESPN
On this episode of the Business of Betting podcast, Jeff Edelstein sits down with ESPN sports betting reporter David Purdum to discuss the evolution of the betting industry, the rise of prediction markets, AI's impact on journalism, responsible gambling, and the integrity challenges shaping the future of sports wagering.
Hear them discuss:
David Purdum's journey from newspaper journalism to beco
E297 - Peter Hammon
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Peter Hammon, gaming attorney and consultant at Vela Wood, to discuss prediction markets, exchange wagering, regulatory risk, and the legal battles that could shape the future of sports betting in America.
Hear them discuss:
Why prediction markets have created a modern-day gold rush for operators, market makers,
E296 - Chris Dierkes from Novig
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Chris Dierkes, Head of Trading at Novig, to discuss exchange-based betting, prediction markets, bankroll management, and the future of the sports betting industry.
Hear them discuss:
Why Chris believes betting exchanges provide better value for consumers through tighter pricing, lower fees, and increased flexibil
E295 - David Woodley from SpeedLabs
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with David Woodley, sports betting entrepreneur, investor, and advisor to companies including Edge Markets and Speed Labs, to share his perspective on prediction markets, gambling’s place in society, and the startups building the next generation of betting products.
Hear them discuss:
Why gambling should be viewed more
E294 - Alfonso Straffon from Matchbook Betting Exchange
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Alfonso Straffon to discuss his journey from Costa Rica’s offshore sportsbook boom to Wall Street bond trading and back into sports betting through the rise of prediction markets.
Hear them discuss:
Alfonso’s unique career path through offshore sportsbooks, finance, equity research, and prediction markets
The evol
E293 - Matt Kalish
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Matt Kalish, co-founder of DraftKings and founder of Hardscope, to discuss his public criticism of Kalshi, the risks of exchange-style betting products, and why he believes prediction markets are being marketed incorrectly to everyday consumers.
Hear them discuss:
Why Matt’s first experience betting on Kalshi trig
E292 - Dan Zimmermann from Betting Intelligence
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Dan Zimmermann, co-founder and Chief Intelligence Officer of Betting Intelligence, to discuss the explosive growth of prediction markets and the weaponization of market data.
Hear them discuss:
How Dan transitioned from launching a consumer-facing app to founding a private firm focused on the underlying intelligen
Ep 291 - Megan Lanham from Rithmm
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Megan Lanham, co-founder and CEO of Rithmm, to discuss the intersection of artificial intelligence and sports betting, the transition from elite coaching to tech entrepreneurship, and how predictive modeling is becoming accessible to the everyday bettor.
Hear them discuss:
Megan’s unconventional career path, mo
E290 - Kevin Roth
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Kevin Roth, meteorologist and founder of a leading weather analytics platform, to discuss the growing role of weather data in sports betting, the rise of AI-driven models, and how niche expertise can still stand out in an increasingly crowded market.
Hear them discuss:
How Kevin built a 13+ year career turning wea
E289 - Nigel Eccles from BetHog
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Nigel Eccles, CEO and Co-founder of BetHog, to discuss AI-powered casino innovation, prediction markets, crypto payments, and the future of gambling product design.
Hear them discuss:
Why Nigel believes AI dealers could make up the majority of live dealer gaming within five years
How BetHog is using AI avatars and
E288 - Scott Savin from World Jai Alai League
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Scott Savin, COO of World Jai Alai League, to discuss the revival of one of the fastest and most dangerous sports in the world through modern betting and media.
Hear them discuss:
The strategy behind reviving Jai Alai as a modern betting product, shifting from pari-mutuel wagering to fixed-odds formats on platform
E287 - Jonathan Gruber from Loserball
On this episode of the Business of Betting Podcast, Jeff Edelstein sits down with Jonathan Gruber, Founder of Loserball, to discuss a unique twist on fantasy sports where success comes from predicting failure.
Hear them discuss:
00:00 – Introduction to Jonathan's background and the concept behind Loserball
01:00 – The “contrarian” fantasy sports model: rooting for everything to go wrong
02:00 –
E286 - Adam Rosenberg & CJ Buskey from Handigraphs
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Adam Rosenberg and CJ Buskey of Handigraphs for a deep dive into building a smarter, AI-driven sports betting analytics platform.
Hear them discuss:
How Handigraphs was born from the need to replace juggling multiple tools like FanGraphs and Baseball Savant
Turning complex stats into simple, actionable insights for
E285 - Jordan Bender from Citizens
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Jordan Bender, Senior Equity Research Analyst at Citizens, for a deep dive into the rapidly evolving sports betting and prediction markets landscape.
Hear them discuss:
How the repeal of PASPA created a fast-moving, unpredictable market where long-term forecasting has become increasingly difficult
Why prediction mark
E284 - Patrick Mostboeck from Sportradar
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Patrick Mostboeck, SVP of Fan Engagement at Sportradar, for a conversation on how sports data powers the global betting ecosystem, the evolution of fan engagement tools, and how technology is shaping the future of the sports experience.
Hear them discuss:
Introduction to Patrick Mostboeck and an overview of Sportrad
E283 - Chris Christie
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Chris Christie, former Governor of New Jersey, for a wide-ranging conversation on the legalization of sports betting in the United States, the landmark Supreme Court decision that changed the industry, and the ongoing evolution of regulation, competition, and responsible gambling.
Hear them discuss:
00:00 – Governor
E282 - Joe Maloney from Sports Betting Alliance
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 organiz
E281 - Peter Overzet from Fantasy Life
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 h
E280 - Isaac Rose Berman
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
E279 - Seth Young from High Roller
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 ca
E278 - Mando from Yeet
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Mando, 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,
E277 - Danny Funt
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Danny Funt, journalist and author of Everybody Loses: The Tumultuous Rise of American Sports Gambling, for an in-depth conversation on the legalization of sports betting, industry incentives, responsible gambling, and how betting is reshaping sports culture.
Hear them discuss:
00:00 – Danny’s background covering spor
E276 - Adam Chernoff
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Adam Chernoff, sports betting analyst and founder of adamchernoff.com, for a wide-ranging conversation on betting markets, media, content, and where value still exists in an increasingly efficient ecosystem.
Hear them discuss:
00:00 – Adam’s unconventional career path across betting, media, casino operations, and con
E275 - John Gordon from Incentive Games
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by John Gordon, Founder & CEO of Incentive Games, for a deep dive into free-to-play gaming, behavioral science, and why engagement—not acquisition—is becoming the most valuable currency in modern iGaming.
Hear them discuss:
00:00 – John’s background in chemical engineering and how an analytical mindset shaped his a
E274 - Derek Stevens from Circa Resort & Casino
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Derek Stevens, Owner & CEO of Circa Resort & Casino, for a wide-ranging conversation on building one of Las Vegas’ most distinctive properties, the evolution of sports betting, the explosion of Circa Survivor, and why prediction markets pose an existential threat to state-regulated gaming.
Hear them discuss:
E273 - Adam Levitan from Establish The Run
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Adam Levitan, Co-founder of Establish The Run, to discuss the evolution of DFS, building durable betting media businesses, and what it really takes to maintain an edge in a competitive gambling landscape.
Hear them discuss:
00:00 – Lifestyle shifts, Colorado living, and opening banter
02:40 – Adam’s early career at R
E272 - Adam Small from Third Planet Media
On this year-end episode of the Business of Betting Podcast, host Jeff Edelstein is joined by Adam Small, Co-Founder of Third Planet Media. Adam shares candid insights into the evolution of affiliate marketing, the challenges facing media and SEO-driven businesses, and why Costa Rica holds a special place in his heart.
Hear them discuss:
01:00 – Adam Small’s background, his role at Third Planet,
E271 - Zaire Williams from Exclusive
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Zaire Williams, founder of Exclusive, on-the-ground acquisition specialist, and one of the most unique new-age affiliate operators working at the intersection of sports betting, influencer marketing, and experiential events.
Hear them discuss:
01:00 – How Zaire built a “new-age affiliate” using influencer content, li
E270 - Roxy Roxborough
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by legendary oddsmaker and gambling industry icon Roxy Roxborough to reflect on his career, the evolution of sports betting, and where the industry is headed next.
Hear them discuss:
01:00 - Roxy’s introduction and early memories of gambling culture
03:00 - How racetracks and pool halls shaped the early gambling ecosyst
E269 - Bill Miller from American Gaming Association
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 h
E268 - Shawn Fluharty
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 journ
E267 - Adam Kaplan from Astralis Capital Management
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 dec
E266 - Pierre Lindh from Next.io
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 – S
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
E264 - Bernard Marantelli from White Swan Data
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Bernard Marantelli, Founder of White Swan Data and Colossus Bets, to discuss his entrepreneurial journey, the evolution of pool betting, and what innovation looks like in a changing global gaming landscape.
Hear them discuss:
01:00 – Bernard’s background growing up in a family of bookmakers and how that shaped his car
E263 - Casey Hurbis from BetMGM
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Casey Hurbis, Chief Marketing Officer of BetMGM, to talk about his path from automotive and mortgage marketing to leading one of the biggest brands in sports betting.
Hear them discuss:
01:00 – Casey’s career journey from Chrysler and Rocket Mortgage to the fast-paced world of gaming
03:00 – The surprising similariti
E262 - Francesco Borgosano from Huddle
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Francesco Borgosano, CEO of Huddle.
Hear them discuss:
Francesco's unique journey from academia to the sports betting industry
The evolution of sports betting, particularly in the American market, and the impact of technology on betting practices
Integrity in betting and the need for collaborative efforts to address
E261 - Daniel Zimmermann from Verse Picks
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Daniel Zimmermann, CEO and Co-Founder of Verse Picks, the app bringing a “parlay anything” experience to the next generation of bettors.
Hear him discuss:
How his college experience running Barstool Syracuse sparked his entrepreneurial journey
The early days of Verse Gaming and the pivots from DFS to skill games
E260 - Adam Robinson from American Bettor’s Voice
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Adam Robinson, CEO of Hireology and board member of the American Bettor’s Voice.
Hear them discuss:
02:00 – Adam’s background building Hireology and how he found his way into gaming policy
04:00 – Why he joined American Bettor’s Voice and how player limits inspired his advocacy
06:00 – The challenges of parenting in
E259 - Gadoon “Spanky” Kyrollos
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by legendary professional bettor Gadoon “Spanky” Kyrollos.
Hear them discuss:
02:00 – The origins of Spanky’s nickname and early identity in the betting world
03:00 – The story of Bet Bash: from rooftop meet-up to industry-defining event
06:00 – Founding the American Bettor’s Voice and advocating for players
07:30 – Bala
E258 - Adhi Rajaprabhakaran
On this episode of the Business of Betting Podcast, Jeff Edelstein is joined by Adhi Rajaprabhakaran, writer, and author of the Substack 50 Cent Dollars.
Hear them discuss:
02:10 – Adhi’s background in economics and how he discovered prediction markets
04:15 – Lessons from trading during January 6th: finding edges in uncertainty
07:00 – Influence of Nate Silver’s The Signal and the Noise on his t
E257 - Jeff Edelstein from InGame
On this special episode of the Business of Betting Podcast, Jason Trost is joined by Jeff Edelstein, writer at InGame. After hosting 86 episodes, Jason signs off as the show’s host, passing the microphone to Jeff as the new voice of the podcast.
Hear them discuss:
01:10 – Jason announces this will be his final episode and passes the torch to Jeff
01:51 – Jeff’s background and ambitions for the p
E256 - RJ Heller from BankRoll U
On this episode of the Business of Betting Podcast, Jason is joined by RJ Heller, Co-Founder at BankRoll U.
Hear them discuss:
02:27 - What BankRoll U is and how it works
04:02 - How users at BankRoll U can convert virtual profits into real money
06:00 - The business model and how most users wash out
07:28 - How many bets it takes to pass a level at BankRoll U
08:10 - The niche BankRoll U fills
E255 - Keith Whyte from Safer Gambling Strategies
On this episode of the Business of Betting Podcast, Jason is joined by Keith Whyte, Founder & President at Safer Gambling Strategies LLC.
Hear them discuss:
01:24 - How Keith got into the space of problem gambling and responsible betting
02:16 - The definition of problem gambling vs. responsible gambling
05:35 - How gambling addiction compares to substance addictions like drugs or alcohol
07
E254 - Alex Kane & David Huffman from Sporttrade
On this special guest-host episode of the Business of Betting Podcast, Alex Kane, Founder & CEO of Sporttrade, steps in as host. He’s joined by David Huffman, Chief Operating Officer at Sporttrade.
Hear them discuss:
01:45 - How David transitioned into the betting industry from fintech
02:52 - The inspiration behind launching the “Bullish Predictions” newsletter
03:58 - Why the rise of predi
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 technology.
Hear them discuss:
02:23 – How Discerning Capital supports startups that can't raise traditional capital
03:48 – Why sweepstakes businesses may struggle to raise capital going forward
05
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 prediction markets, CFTC licensing, the regulatory battle over sports betting, and the future of exchanges in both the U.S. and U.K.
Hear them discuss:
01:08 – Why “prediction markets” are just reb
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 personal stories ever shared on the show.
Content Disclaimer:
This episode contains discussions of trauma, addiction, suicide, and recovery. Listener discretion is advised.
Hear them discuss:
01:48 –
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 more.
Hear him discuss:
02:00 – What Jason thinks about Illinois' new per-bet tax and FanDuel's surcharge from the perspectives of lawmakers, operators, and consumers
05:40 – Why the SBC America’s Con
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 to sports betting and the challenges involved
06:08 - How Daniel became one of the first legal experts writing about sports betting
06:45 - The evolution of legal betting in New Jersey and Daniel’s ear
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 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 market and why racing still dominates
03:35 –
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 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 Jason is going back to raise capital again for Sma
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 – Katie’s rural upbringing and start at the racetrack
02:28 – From walking hots to bloodstock reporting in Saratoga
03:10 – Thoroughbreds, quarter horses, and racing’s breed confusion
04:21 – How horse ra
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 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 they were then.
Hear them discuss:
02:41 – The Smar
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 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 historical issues with soft pricing and long-tail mar
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 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 Smarkets
08:40 – Why sports betting should be separat
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 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: founders, pricing, and the long game in sports
09:58
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 Department of Government Efficiency
07:43 - The evolving world of betting exchanges
08:33 - Alex on the potential of a CFTC-regulated betting exchange ecosystem
10:53 - Comparing the U.S. stock market’s c
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 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 - How WagerWire ensures bet validation and handl
E239 - Greg Wolfe from The Wolfline
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 years old
02:42 - His journey from betting and bookma
E238 - Manuel Stan from Catena Media
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 Media’s business
07:21 - How affiliates are evolving
E237 - Mark Phillip from MetaBet
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 level of passion for sports?
09:56 - How sports leagu
E236 - Captain Jack Andrews from Unabated
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 sports betting offers more edges than card counting
E235 - Steven Salz from Rivalry
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 and housing
02:10 - The cost of living in Canada a
E234 - Office Hours with Jason
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. election results and expectations for Trump’s new admin
E233 - Adam Krejcik from Eilers & Krejcik Gaming, LLC
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 gaming industry
08:50 - The evolving cult
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