Ep. 196: Enabling operator success using AI agents w/ Javier & Cristian from InsightPlay.ai
Tue Feb 03 2026
Ep. 196 features Javier Troncoso and Cristian Barbosa, Co-Founders of InsightPlay.ai, an AI-powered engagement platform using autonomous agents to help operators acquire, retain, and reactivate players at scale.
Fresh off a busy ICE Barcelona and a newly announced seed round, Javier and Cristian join Jesse Learmonth to break down how Insight Play is redefining player engagement through conversational AI and what it takes to build an AI-native startup in global gaming.
Hear them discuss:
Javier and Cristian’s paths from media, affiliates, and iGaming into building an AI-native startup
How InsightPlay.ai was founded and why they went all-in on autonomous AI agents
What InsightPlay.ai does: conversational AI agents that drive acquisition, retention, and reactivation
Real-world use cases including win-back campaigns, VIP engagement, onboarding, and support
A live demo showing AI agents making personalized outbound calls to bettors
Why conversational AI changes sportsbook UX from static interfaces to 1:1 interaction
Early traction in LATAM, rapid deployments, and lessons from launching with real operators
Performance metrics, reactivation success, and how AI complements CRM and call centers
Closing a $500K seed round, choosing strategic investors, and founder fundraising realities
The roadmap ahead, global expansion plans, and why the World Cup is a major growth catalyst
Catch the video version of this episode here.
Learn more 👇
➡️ InsightPlay.ai website
➡️ Javier Troncoso on Linkedin
➡️ Cristian Barbosa on Linkedin
📩 Get the top headlines from the industry's most promising growth-stage companies every week—totally free! Subscribe to the Betting Startups newsletter here: https://news.bettingstartups.com/
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Ep. 196 features Javier Troncoso and Cristian Barbosa, Co-Founders of InsightPlay.ai, an AI-powered engagement platform using autonomous agents to help operators acquire, retain, and reactivate players at scale. Fresh off a busy ICE Barcelona and a newly announced seed round, Javier and Cristian join Jesse Learmonth to break down how Insight Play is redefining player engagement through conversational AI and what it takes to build an AI-native startup in global gaming. Hear them discuss: Javier and Cristian’s paths from media, affiliates, and iGaming into building an AI-native startup How InsightPlay.ai was founded and why they went all-in on autonomous AI agents What InsightPlay.ai does: conversational AI agents that drive acquisition, retention, and reactivation Real-world use cases including win-back campaigns, VIP engagement, onboarding, and support A live demo showing AI agents making personalized outbound calls to bettors Why conversational AI changes sportsbook UX from static interfaces to 1:1 interaction Early traction in LATAM, rapid deployments, and lessons from launching with real operators Performance metrics, reactivation success, and how AI complements CRM and call centers Closing a $500K seed round, choosing strategic investors, and founder fundraising realities The roadmap ahead, global expansion plans, and why the World Cup is a major growth catalyst Catch the video version of this episode here. Learn more 👇 ➡️ InsightPlay.ai website ➡️ Javier Troncoso on Linkedin ➡️ Cristian Barbosa on Linkedin 📩 Get the top headlines from the industry's most promising growth-stage companies every week—totally free! Subscribe to the Betting Startups newsletter here: https://news.bettingstartups.com/