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 the most delightful way to head out to our next real-life experience. We do this by running a managed marketplace to the world’s most exceptional real-life experiences — from immersive tours to museums to live events and everything in between.
We’ve got scale, fast growth, and solid fundamentals
Headout has served tens of millions of guests from 196 countries (every single sovereign state on the planet) on one of our experiences across 100+ cities in 14 languages. Today, we have sales of 100s of millions of $s a year and are growing rapidly. Contrary to the norm, we deliver this scale and growth while being profitable. We've been unit profitable for 18 months + and have recently turned EBITDA profitable as well. We have 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.
Now is the right time
While we have a fast-growing business, we are still very early in our journey with a large upside to capture and have a team that is small enough for you to have an indelible outsized impact on our journey. We are not too early, we are not too late.
Our culture
Every place has its own beat and we are no different. We are not the right place for everybody but we are the right place for a certain group of people. Read more about it here: https://bit.ly/HeadoutPlaybook
👩💻 The Role
We are looking for a Senior Manager, Marketing - Retention & User Experience to join our team in Bengaluru. In this role, you will focus on retention, engagement, CRM, and enhancing the user experience during their entire lifecycle as soon as they start using Headout’s products. Your goal will be to drive repeat usage, increase experiences per customer, and maximize customer lifetime value (LTV) by optimizing how users interact with Headout at every touchpoint.
Beyond just setting up user journeys, you’ll identify and implement creative and impactful hooks that massively increase customer retention. You’ll also collaborate closely with product, design, and engineering teams to refine UX, ensuring frictionless and delightful experiences that keep users coming back.
🌟 Why Lead Retention & UX at Headout?
Leading retention and UX at Headout is your opportunity to shape how millions of guests across 190+ countries experience and engage with our platform. Here’s what makes this role unique:
1. Build in India, Impact the World.
Headout is an India-based company designing retention strategies for a global audience. You’ll navigate diverse languages, cultures, and behaviors, solving complex UX challenges to create personalized and seamless experiences.
2. Lean Team, Big Impact.
Join a nimble team where your work directly drives growth. You’ll own the retention and engagement charter end-to-end, free from bureaucracy. Every initiative you lead will have immediate and visible results, allowing you to test, learn, and scale fast.
3. Do more than just CRM.
Retention isn’t just about emails and push notifications—it’s about how users experience Headout. You’ll work with Product & Design teams to ensure seamless navigation, engaging content, and personalized recommendations that enhance user experience and improve retention.
4. Shape the Future.
We’re in a phase of structured yet agile growth. You won’t just optimize existing retention strategies—you’ll define them. From identifying big-bet retention hooks to setting up ideal user journeys and CRM strategies, this role offers the perfect mix of autonomy and innovation.
5.Own the Outcomes.
This is a high-ownership role where your insights and decisions will shape long-term retention strategies. With full leadership backing and access to the right tools, you’ll have the freedom to make bold moves and redefine user engagement at Headout.
🎯What skills do you need?
- 5+ years of experience in retention, engagement marketing, and user experience in fast-growing B2C consumer tech companies (e-commerce, OTAs, etc.).
- Creative problem-solving mindset—you focus on solutions that significantly move the needle rather than just incremental improvements.
- Ability to break down ambiguous problems into clear, actionable steps.
- Ability to collaborate across teams (marketing, product, design, engineering) to enhance both retention strategies and UX.
- Experience in testing and refining user journeys to quickly validate ideas and scale what works.
- Experience with retention platforms like MoEngage, Clevertap, or WebEngage.
- Data-driven mindset with proficiency in Google Analytics, Mixpanel, and reporting tools (Tableau, Looker, Power BI).
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 [email protected].
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.
Top Skills
What We Do
Headout is an on-demand mobile marketplace that helps travelers discover & book the most incredible tours, activities, events & local experiences in town for the next 24 hours at exclusive discounted prices. All it takes is 3 taps and 60 seconds. We combine Uber-like convenience with HotelTonight-esque discounted pricing offering an unparalleled experience to 60% of more than 3 billion travelers that look for local experiences at the last minute.
We are the only company in the space that offers last minute deals with 15% cheaper pricing and 3x faster checkout.
iOS - http://bit.ly/tldshios
Android - http://bit.ly/tldshapp
Web - www.headout.com
Experiencing the world we live in is fundamental to our collective happiness. Headout’s mission is to unlock this happier world by connecting high-quality experiences with billions of people, giving them the opportunity to be entertained and inspired. The unique full-services brand works with small and medium experience providers to standardize a highly fragmented industry through consistent uniform upgrades to infrastructure and service levels. This gives Headout guests a comfortable and delightful experience and enhances occupancy levels, revenue and profitability for local partners.
Headout has grown 16x, is profitable and serves millions of transacting customers from 190+ countries every year. The company has offices in New York, Bangalore, Berlin, London, Dubai & Hong Kong.
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