The Gamble & The Glory: S2 E2 - John Levy from theScore

The Gamble & The Glory: S2 E2 - John Levy from theScore

Author: BettingStartups.com November 18, 2025 Duration: 44:19
The Gamble & The Glory showcases founders that built their companies into category leaders in the betting and gaming industry. In S2 E2, we speak with John Levy, founder and former CEO of theScore. John shares the remarkable 25+ year journey behind one of Canada’s most iconic sports media and betting brands from its roots in cable television to becoming a digital powerhouse and ultimately exiting for over $2 billion.Hear him discuss: The early days of Sportscope and how it evolved into theScore How selling the TV network unlocked theScore’s digital transformation Selling the media assets to bet the future of the company on digital media and technology Why Penn’s acquisition derailed early and what went wrong with the integration Lessons from scaling a family-run business and defining clear leadership roles His candid thoughts on ESPN BET, Barstool, Dave Portnoy, and partnership misalignment How theScore Bet could have continued to grow under an independent model The future of sports betting across AI, microbetting, and next-gen fan behavior How theScore was able to punch above its weight, and John's advice to startup founders on how to do the same Why authenticity, resilience, and focus define long-term winners What’s next for John Levy, and whether another venture is on the horizon For more of John's comments on the recent ESPN Bet news, check out his recent podcast with Steve McAllister on Gaming News Canada: https://open.spotify.com/episode/2uocQx14rRzS92YF8wlnqC?si=ce3b2267cfad4a57 Video version of this episode can be viewed here. Learn more 👇➡️ theScore website➡️ John Levy on Linkedin     The Gamble & The Glory is made possible by Segev LLP, a full solutions law firm purpose-built for the gaming and betting industry. To learn more, visit: www.segev.ca.

Tune into The Betting Startups Podcast for a direct line to the minds building the future of gambling and interactive entertainment. This isn't about tips or odds; it's a rare, behind-the-scenes exploration of the business itself. Each episode features candid conversations with the founders and CEOs who are launching innovative companies into the high-stakes world of sports betting, fantasy leagues, and iGaming. You'll hear firsthand about the unique challenges of navigating a rapidly evolving and heavily regulated industry, the strategies for capturing market share, and the personal journeys of entrepreneurship at the intersection of technology and gaming. Hosted by BettingStartups.com, the podcast serves as an essential audio companion for anyone interested in the business mechanics driving this multi-billion dollar sector. Whether you're an investor, an aspiring entrepreneur, or simply curious about the industry's new players, these discussions provide unfiltered insights you won't find elsewhere. Discover the stories of risk, innovation, and competition that are reshaping how the world plays and bets.
Author: Language: English Episodes: 100

The Betting Startups Podcast
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