CEO Spotlight: Gonzalo Estebarena of Despegar

Just weeks into his new role as CEO of Despegar, Gonzalo Estebarena is outlining an ambitious vision for the Latin America-based OTA as it enters its next phase under Prosus ownership. Having previously served as Despegar’s CTO and chief commercial officer, Estebarena said the company has maintained its “startup soul” while gaining the scale and resources of a global technology company following Prosus’ $1.7 billion acquisition in 2025. A major focus is artificial intelligence, with Despegar committing $100 million annually over the next three years to AI development while aiming to triple the size of the business. Estebarena said access to Prosus has accelerated conversations with technology partners and provided Despegar with a “front-row seat” to AI experimentation and innovation. Expansion in Brazil is a key priority, particularly as Despegar works to become part of a broader Prosus ecosystem spanning travel, food delivery, entertainment and other consumer services. Estebarena described this strategy as targeting “life-decision moments” for consumers. He also discussed Prosus’ development of a “large commerce model,” designed to predict customer actions rather than words, enabling more personalized offers and communications that drive transactions. The interview also explores Uber’s move into hotels, Despegar’s internal AI projects and the leadership challenges Estebarena faces as CEO.All episodes: https://www.phocuswire.com/in-phocusSee omnystudio.com/listener for privacy information.