With $130M in revenue, guests in 100+ cities, and 18 months of profitability, Headout is the fastest-growing marketplace in the travel industry, and we’re just getting started. We've raised $60M+ from top-tier investors and are building a durable company for the long term — because that's what our mission needs and deserves. We’re growing, profitable and nowhere near done.
In an increasingly digital world, there is a desperate need to augment our human experience by getting us to interact with the real world around us and the people in it. At Headout, our mission is to be the easiest, fastest, and most delightful way to head out to a real-life experience — from immersive tours to museums to live events and everything in between.
The foundation is strong. The opportunity ahead is even bigger. We’ve hit profitability, built momentum, and proven the model — but there’s so much more to build. If you’re looking to join a company where the trajectory is steep and your impact is real, this is the moment.
Reinventing the travel industry isn't easy, but that's the fun part.
We care deeply about ownership, craft, and impact, and we’re here to do the best work of our careers. We won’t pretend like it’s for everyone but if you’re a builder who loves solving tough problems, you’ll feel right at home.
👩‍💻 The Role
At Headout, we’re building the AI layer that powers how our Sales team works. As an AI GTM Engineer, you’ll build intelligent workflows, agents, and internal tools that automate repetitive work, improve decision-making, and help our Business Development teams operate at a much higher leverage.
You’ll work across AI, backend systems, and GTM tooling to build production-ready solutions, from partner research and outreach automation to CRM integrations and workflow orchestration. This is a hands-on builder role where you’ll own problems end-to-end, shipping systems that are used every day and continuously improving them based on real usage and business impact.
You’ll work closely with Sales, Product, and Engineering teams to identify high-impact opportunities, move quickly from idea to implementation, and build reliable AI-native systems that make our GTM engine faster and more effective.
This role is based in Bengaluru. We’re looking for candidates who are local or open to relocating.
🤩 What Makes This Role Special?
đź’ť What Skills & Experience You Need?
At Headout, we don’t just accept differences — we celebrate it, we support it, and we thrive on it for the benefit of our employees, our partners, and the community at large. Headout provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age or disability. During the interview process, if you need assistance or an accommodation due to a disability, you may contact the recruiter assigned to your application or email us at life@headout.com
Please note that once you apply for this job profile your personal data will be retained for a period of one (1) year. Headout shall process this data for recruitment purposes only. Once the relevant job profile is filled or once the time period of one (1) year from the date of the job application has passed, whichever is later, Headout shall either delete your data or inform you that it shall keep it in its database for future roles. In compliance with the relevant privacy laws, you have the right to request access to your personal data, to request that your personal data be rectified or erased, and to request that the processing of your personal data be restricted. If you have any concerns or questions about the way Headout handle your data, you can contact our Data Protection Officer for more information.
Headout is home to the world’s best real-life experiences - from expert-led tours to incredible landmarks, activities, events, and everything in between. Its mission is to inspire people to get up and close with the world we live in by building the most seamless and affordable booking platform. So far, Headout has served more than 35 million guests from 196 countries across 81 destinations and is available in 7 languages. It has raised $60M+ from top-tier investors and is headquartered in New York with 9 global offices.
If what we do, why we do it and how we do it resonates with you, check out www.headout.com/careers/ for openings.
