Ep. 195: Powering the live betting watch-along w/ Jonathan and Gavin from Bettortainment

Ep. 195 features Jonathan Baxandall and Gavin Puszczalowskyi, Co-Founders of Bettortainment, for a deep dive into live betting watch-alongs, sportsbook retention, and why most operators still underinvest in in-play engagement.

 

Hear them discuss:

• Jonathan’s decade-long career in iGaming, B2B data and acquisition teams
• Gavin’s 20+ years in radio broadcasting and early in-play content work with William Hill
• The origins of Bettortainment and why “live” is the most valuable moment to engage bettors
• What a betting watch-along really is and why it’s more than just commentary
• Why retention consistently matters more than acquisition, yet remains underserved
• How sportsbooks lose customers during live play and how to prevent it
• The balance between data, entertainment, and betting prompts in live content
• Why community-driven engagement outperforms passive content
• The limitations of AI in live sports content and the importance of human reaction
• Bettortainment’s white-label approach and making premium content accessible to smaller operators
• How affiliates can use live content to drive engagement and differentiation
• Bootstrapping the company, founder risk, and early startup realities
• Why the 2026 World Cup represents a massive opportunity for live betting content

 

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Catch the video version of this episode here.

 

Learn more 👇

➡️ Bettortainment website

➡️ Jonathan Baxandall on Linkedin

➡️ Gavin Puszczalowskyi on Linkedin

 

 

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