Senior Product Manager

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.

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. 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.

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.

Were looking for a Senior Product Manager (User Experience) to join the Product team at Headout and lead how users experience our products end-to-end across discovery decision-making booking and post-booking journeys.

In this role youll be accountable for experience quality coherence and usability across complex user journeys. Youll partner deeply with Design Engineering Data and Research to identify friction shape intuitive experiences and ensure that what we build is not only functional but genuinely easy and delightful to use.

As Headout scales from 5k experiences in 190 cities to 50k experiences in 500 cities experience consistency and clarity become critical differentiators. This role sits at the intersection of user empathy product strategy and execution shaping how millions of users interact with Headout globally.

• Own Experience Not Just Features: Youre responsible for how the product feels and works for users not just what ships.
• Work on Real Messy Journeys: Tackle complex multi-step user flows with real trade-offs constraints and scale challenges.
• Design Is a Core Partner: Youll co-own problems with Product Designers shaping experience principles interaction patterns and UX strategy.
• Impact at Scale: Small improvements compound across millions of sessions bookings and repeat users.

• Own the user experience vision and roadmap across key customer journeys on Headout.
• Identify experience gaps through research usability testing analytics and direct user feedback.
• Break down complex journeys into clear problems experience principles and prioritised opportunities.
• Partner closely with Design to define flows information architecture interaction models and usability standards.
• Collaborate with Engineering to balance experience quality with technical constraints and delivery timelines.
• Drive alignment across teams to ensure experiences are consistent intuitive and scalable.
• Advocate for the user in prioritisation discussions roadmap decisions and trade-off calls.
• Measure experience quality using a mix of qualitative insights and quantitative metrics (conversion drop-offs task success repeat usage).
• Raise the bar on user-centered thinking across the product organisation.

• 4 years of experience in product management with strong ownership of consumer-facing UX-heavy products at scale.
• Demonstrated track record of leading and improving end-to-end user journeys (not just shipping isolated features).
• Deep comfort working with Product Designers on discovery interaction design usability testing and experience quality.
• Strong intuition for user behaviour paired with data-informed decision making.
• Ability to translate ambiguous user problems into clear experience principles product direction and execution plans.
• Excellent communication skills especially in articulating user problems experience trade-offs and design rationale.
• High ownership mindset with comfort leading cross-functional teams through ambiguity and complexity.
• Experience operating in fast-paced collaborative product teams with evolving priorities.

• Strong user empathy paired with a bias for action.
• Comfort operating in ambiguity and making informed trade-offs.
• Ability to build trust through clarity consistency and follow-through.
• Curiosity to learn test and continuously raise the bar for outcomes.

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 .

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.