
InsightPlay.ai
- Founded
- 2024-01-01 in Bogotá, Colombia
- Headquarters
- Bogotá, Colombia
InsightPlay.ai is an enterprise-grade artificial intelligence company that provides autonomous, multichannel conversational AI agents for customer lifecycle management, primarily serving the iGaming and sports sectors. Founded in 2024 and headquartered in Bogotá, Colombia, the company offers a unified platform that handles acquisition, retention, reactivation, and customer support through a single AI agent operating across chat, voice, SMS, and messaging channels with full conversational context. The platform is designed for high-volume, regulated businesses and emphasizes compliance-first infrastructure, real-time business intelligence, and predictive analytics. In January 2026, InsightPlay.ai raised a $500,000 seed round backed by industry veterans and angel investors, including Benjie Cherniak, Marc Pedersen, and Jeffrey Haas, to accelerate product development and expand into Asia and Africa. Its solutions are deployed across regulated markets in North America, Europe, and Latin America, and the company reports representative performance uplifts such as 14–40% reactivation rates and up to 23x return on investment. InsightPlay.ai's technology earned an SBC Americas 2026 award for its AI implementation team.
Detailed Review
Company Overview
InsightPlay.ai positions itself as an "AI transformation partner" for the global iGaming industry, moving beyond traditional chatbot offerings to deliver outcome-driven autonomous agents that cover the entire player lifecycle. Founded in 2024, the company has quickly gained traction with its single-agent, full-memory approach that ensures seamless handoffs and personalised engagement across all channels. The platform is modular, with distinct capabilities for player acquisition, retention, reactivation, and customer support, each designed to handle high volumes while maintaining context.
Business Model
InsightPlay.ai operates on a B2B subscription model, with long-term contracts and usage-based fees. The company’s engagement model is described as “strategic discovery, deploy, operate,” promising measurable business outcomes rather than mere tool deployment. This approach is tailored to regulated industries, where compliance and responsible gaming are paramount.
Core Products and Platforms
The core product is a single conversational AI agent that remembers every interaction across web chat, phone, SMS, WhatsApp, and other channels. Specific agents include the Player Acquisition Agent (lead qualification and conversion), Player Retention Agent (proactive follow-ups and recommendations), Player Reactivation Agent (re-engaging dormant users), and Customer Support Agent (24/7 with human escalation). Additional features include AI-driven creative analysis, global competitor tracking, real-time business intelligence dashboards, and digital ambassadors/AI personas for localised brand engagement.
Market Position and Competition
InsightPlay.ai competes with other iGaming-focused AI vendors but differentiates through its unified agent that spans the entire customer journey with full memory. The platform is already deployed across multiple regulated markets in North America, Europe, and Latin America, serving iGaming operators, sports media, affiliates, and sports clubs. The company reports representative uplifts including 14–40% reactivation rates, up to 23x return on investment, and 18–40% improvement in lead-to-conversion metrics. Beyond gaming, the platform has expanded into verticals such as automotive.
Funding and Strategic Direction
The $500,000 seed round closed in January 2026 was backed by strategic angels, including Benjie Cherniak, Marc Pedersen, and Jeffrey Haas. The funds are earmarked for enhancing conversational AI agents, strengthening compliance infrastructure, and expanding real-time business intelligence capabilities. Geographically, InsightPlay.ai aims to expand from Latin America into Asia and Africa by the end of 2027. The company operates independently with no known parent or subsidiary.
Leadership and Recognition
The company is led by CEO and Co-Founder Javier Troncoso. Diego Van Meerbeke serves as Commercial Director, the most senior commercial role publicly identified. No other C-level executives have been confirmed. InsightPlay.ai’s team won an SBC Americas 2026 award for AI implementation. The company has built partnerships with leading operators and affiliates across regulated markets.
Key Products
Conversational AI Agents
A single autonomous agent that handles acquisition, retention, reactivation, and support across chat, voice, SMS, and messaging channels with full context memory.
Player Acquisition Agent
Captures, qualifies, and engages leads with personalised conversations to increase conversion rates.
Player Retention Agent
Proactive follow-ups, intelligent recommendations, and personalised experiences to maximise lifetime value.
Player Reactivation Agent
Targeted re-engagement campaigns for dormant users.
Customer Support Agent
24/7 AI-driven query resolution with human escalation; contextual understanding across channels.
AI-Driven Creative Analysis
Analytics for dissecting high-performing video creatives and optimizing campaign assets.
Global Competitor Tracking
Benchmarking and competitive intelligence for iGaming operators.
Compliance-First Infrastructure
Real-time compliance monitoring and responsible gaming policy enforcement.
Real-Time Business Intelligence
Dashboards and analytics for measuring campaign performance, player behaviour, and ROI.
Digital Ambassadors / AI Personas
Localised, compliant AI avatars for brand engagement on acquisition channels.
Key Persons
Javier TroncosoCEO & Co-Founder
Recent News

SiGMA North America 2026 to Debut in Mexico City with 4,000 Delegates and Expanded Regional Focus
SiGMA Group will host the first SiGMA North America 2026 summit in Mexico City from September 1-3, expecting 4,000 delegates, 1,000 operators, and over 200 exhibitors, followed by an exclusive affiliate retreat in Cancun. The event aims to strengthen cross-border networking across North and Latin America, leveraging Mexico's growing iGaming market projected to reach $3.61 billion by 2033.
2026-07-14