Headout is a managed marketplace for real-life travel and entertainment experiences, including attractions, tours, activities, live shows and local experiences. Founded in 2014, it works with experience providers to curate inventory, build booking and delivery infrastructure, and make experiences easier to discover and purchase. Headout says it has served more than 57 million guests from 196+ countries and supports 14 languages. The company has expanded through partnerships with attractions and entertainment operators worldwide and increasingly uses AI across discovery, customer support, pricing and operations. Headout is headquartered in New York and operates offices across major global travel markets.
Headout offers candidates the opportunity to build a global consumer marketplace that has served 57 million+ guests from 196+ countries. The company says it has raised $60 million, is profitable and is operating at more than $200 million in revenue, giving it greater financial maturity than many venture-backed startups. Engineering roles involve distributed systems and a modern stack including Kotlin, Spring Boot, Kafka, PostgreSQL, MongoDB, Redis, AWS, React Native and TypeScript, while AI is increasingly embedded across the business. Headout is also Great Place to Work certified and has conducted multiple ESOP buybacks. Its careers material is explicit that the culture emphasizes urgency, ownership, high standards and demanding work, which may not suit candidates seeking a lower-intensity environment.
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Co-founder and CEO. Khona previously worked in listed derivatives at Goldman Sachs and had entrepreneurial experience before starting Headout. He leads the company's strategy, global expansion and product vision around making real-world experiences easier to discover and book.
Co-founder and COO. Sultania studied at HEC Paris and previously worked in consulting, including at Ptolemus Consulting. At Headout he has played a central role in operations, international expansion, marketplace strategy and building partnerships across global travel markets.
Co-founder and former CTO, now associated with Headout as a founder and technology leader. Singh earned a B.Tech in Electronics and Communications Engineering from IIT Guwahati and previously worked at Oracle. He built much of Headout's early technical foundation and engineering architecture.
CTO responsible for Headout's technology and engineering organization. An IIT Roorkee graduate, Watts previously held engineering roles at Hevo Data, Grofers, SpoonJoy, WeChat India and ibibo. He leads architecture and product engineering as Headout scales its marketplace and AI initiatives.
CFO responsible for Headout's finance organization. A Chartered Accountant, Garodia previously served as CFO and Head of Finance at BlackBuck and held senior roles at Jana Small Finance Bank, Jindal Poly Films, ICICI Venture and Morgan Stanley.
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Headout signed an MoU with Miral Destinations to jointly market Abu Dhabi experiences, particularly across Yas Island and Saadiyat Island, through campaigns, promotions and other destination-marketing initiatives.
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Headout expanded its Merlin Entertainments partnership into Asia through direct integrations for attractions in Bangkok, Singapore and Hong Kong, adding real-time availability, instant confirmation and localized payment options.
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Eligible Headout experiences became available through Google's events booking module, allowing users searching for shows, venues and events to discover Headout inventory and move directly into the booking flow.
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Headout launched an integration with TikTok GO in the United States, allowing travelers to move from travel content on TikTok to relevant bookable Headout attractions, tours, entertainment and activities without leaving the app.
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