Why Headout

Were a rocketship: 9-figure revenue record growth and profitable

With $130M in revenue guests in 100 cities and 18 months of profitability Headout is the fastest-growing marketplace in the travel industry and were just getting started. Weve raised $60M from top-tier investors and are building a durable company for the long term because thats what our mission needs and deserves. Were 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. Weve hit profitability built momentum and proven the model but theres so much more to build. If youre 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 isnt easy but thats the fun part.
We care deeply about ownership craft and impact and were here to do the best work of our careers. We wont pretend like its for everyone but if youre a builder who loves solving tough problems youll feel right at home.

The role

The CRM team at Headout helps millions of travellers rediscover their next adventure. Every interaction after a users first booking whether its a timely recommendation a reactivation campaign or a personalized post-booking journey is an opportunity to build lasting relationships and drive repeat growth.

As a Lead Growth Marketing (Retention) youll help turn CRM from a sending engine into a learning system. Youll analyze user behavior uncover growth opportunities design experiments measure their impact and work cross-functionally to launch lifecycle programs that drive repeat engagement and revenue. Rather than simply executing campaigns youll help shape what we build next by turning data into clear business decisions.

Youll report to the Head of CRM and work closely with marketing product data design growth and business teams. This role is based in Bengaluru so were looking for candidates who are either local or open to relocating.

What makes this role special

• Help build one of Headouts biggest growth opportunities. CRM already reaches millions of users across markets categories and languages. Youll help build the intelligence layer that makes every interaction smarter and more impactful.
• Turn insights into action. Whether its uncovering an underperforming cohort improving a reactivation journey or identifying a new growth opportunity your work will directly influence what we build and measure next.
• Experiment with real business impact. Youll design and evaluate experiments that shape customer journeys improve retention and drive meaningful revenue focusing on learning what works rather than simply shipping more campaigns.
• Work across functions not in silos. Youll partner closely with product marketing data design and business teams giving you visibility across the company and the opportunity to influence decisions beyond CRM.
• Use AI as a force multiplier. From research and analysis to experimentation synthesis and workflow automation youll be encouraged to use AI tools to think better move faster and increase your impact.
• Own problems not just projects. Were looking for someone who spots opportunities before theyre assigned asks better questions and helps build the playbooks that will power CRM as we scale.

What skills & experience do you need

• You think like a problem solver. You have 1-3 years of experience in analytical roles in domains like Category Management Consulting Product Data Strategy or similar. More importantly youre curious and enjoy using data to solve business problems.
• You take ownership. You dont wait for someone to tell you what to analyze. You proactively identify opportunities investigate them and push your recommendations through to action.
• Youre analytically sharp. You know how to separate meaningful signals from noise and use data to make informed decisions rather than simply reporting numbers.
• You enjoy experimentation. Whether its designing A/B tests evaluating holdouts or measuring campaign performance youre comfortable testing ideas and learning from results.
• You communicate with clarity. You can translate complex analysis into simple recommendations that help stakeholders make better decisions.
• Youre AI-native. You use tools like ChatGPT Claude Gemini or similar platforms to accelerate research structure thinking generate ideas and improve the quality of your work.
• You thrive in fast-paced environments. Youre comfortable balancing multiple initiatives collaborating across teams and adapting as priorities evolve.

Bonus

• Youve worked in CRM lifecycle retention or performance marketing.
• You have experience conducting user research or combining qualitative and quantitative insights.

What kind of problems will you solve

Growth Marketing at Headout sits at the intersection of data user behaviour commercial judgment and experimentation. Rather than executing predefined campaigns youll help answer some of the biggest questions shaping how millions of users engage with us after their first booking.

Some of the problems were exploring today include:

• How do we build smarter lifecycle journeys Some customers book once a year while others return multiple times. How do we decide which behavioural differences deserve personalised journeys and where does segmentation become unnecessary complexity
• What does meaningful reactivation actually look like A user inactive for three months isnt the same as one inactive for twelve. How do we design win-back strategies that create genuine incremental value rather than simply driving opens or relying on discounts
• Where are the hidden growth opportunities in our data Whether its seasonality language performance city-level behaviour post-booking intent or underutilised customer segments youll uncover insights that shape what we build next.
• How do we learn faster Every experiment is an opportunity to understand our users better. Youll help design tests measure results objectively and turn those learnings into scalable growth initiatives.

EEO statement

At Headout we dont 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. Headoutprovidesequal employmentopportunities (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 .

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 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.