🚀 Why Headout?

We’re a rocketship: 9-figure revenue, record growth, and profitable

With $200M+ in revenue, guests in 700+ 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.

What we do is important

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.

Why now?

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.

Our culture

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

The AI PM role at Headout sits at the intersection of product thinking and hands-on building. Headout connects millions of travellers to the world's most unforgettable experiences, and this role exists to shape and ship the internal tools and systems that determine how fast we move, how well we operate, and how much our teams can accomplish.

You’ll frame problems with strong product judgment, build and iterate solutions end-to-end, and move with the speed and ownership of a founder. Internally, we think of this as a Full Stack Builder role: someone who can take a problem from ambiguity to a working solution without waiting for perfect inputs or handoffs.

You’ll work directly with the founders' office on high-impact problems, with access to cutting-edge AI tooling, operating at a pace that reflects our global ambitions.

This role is based in Bengaluru. We're looking for candidates who are local or open to relocating.

🤩 What Makes This Role Special?

• Business impact. Internal tools that directly impact how teams work, improve speed and efficiency of processes, and unlock step-function gains through AI-led automations and systems.
• End-to-end builder ownership. You get to wear multiple hats and execute problem statements with high agency. You won’t just define solutions, you’ll prototype, build, and iterate on them yourself.
• Hands-on AI product work. Work with the latest AI tooling available. From LLMs and APIs to agentic workflows, you’ll plan, prototype, experiment, and refine systems that are AI-native from the ground up.
• Direct access to decision-makers. Tight loop with the founders’ office, product and engineering enables rapid decisions and fast iteration.
• Rapid skills compounding. Work across teams and problem spaces, building both product judgment and hands-on technical capability at speed.
• Clear growth runway. Demonstrate impact and the scope of work, ownership, and complexity of problems you solve will expand rapidly.

💝 What Skills & Experience You Need?

• 2–4 years of experience in product or adjacent builder roles with shipped internal tools. Experience owning and delivering tools, automations, or systems that are actively used by teams.
• UX judgment and ability to produce wireframes/flows without a designer. Comfortable thinking through user journeys and translating them into simple, functional interfaces or prototypes.
• Hands-on proficiency with AI-powered building. Working knowledge of LLMs, APIs, and modern AI tools, including prompting, iteration, basic evals, and guardrails. Ability to use these to build real workflows or internal products.
• High agency and ownership; bias to action and measurable outcomes. Ability to operate independently and drive problems from ambiguity to shipped solutions.
• Data literacy. Define success through clear metrics (NSMs, leading indicators), instrument what you build, and iterate based on real signals.
• Program management discipline. Strong prioritization, planning, stakeholder management, and ability to handle dependencies across teams.
• Fast learning velocity. Comfortable picking up new tools, frameworks, or technologies within days and applying them to real problems.
• Experience working with no-code/low-code tools and building UX prototypes. Ability to move quickly from idea to working solution using the right set of tools (e.g. workflow automation platforms like n8n/Zapier, AI tools like Claude, Replit, or similar), with a focus on shipping functional, reliable systems used by real teams.

✨ Bonus

• Familiarity with basic system design, data structures, or engineering fundamentals
• Experience operating in high-pace, growth-stage environments
• Exposure to internal tooling, ops-tech, or automation-heavy roles

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EEO statement

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.

Privacy policy

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.