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. Read more about our unique values here: https://bit.ly/HeadoutPlaybook
We’re looking for a Senior Brand Designer to help shape and scale the visual identity of one of the most exciting brands in travel. You’ll be at the forefront of creative storytelling — crafting campaigns, building brand design systems, and creating work that moves people.
You’ll join a team of designers, writers, and makers who deeply care about pushing craft, adding delight, and shaping a brand that’s warm, bold, and memorable. If you thrive at the intersection of strategy and storytelling, and want your work to be seen by millions — this one’s for you.
🎨 Creative ownership
From day one, you’ll lead projects that define how Headout looks and feels — across product launches, maps, merch, social, and more. You’ll turn abstract ideas into iconic visuals.
🛠️ Systems with soul
You’ll contribute to the evolution of our brand design system, helping to scale everything from illustration libraries and marketing campaign identities to map styles and guidelines for new cities
📣 End-to-end storytelling
Work closely with product, content, marketing, and print media teams to craft experiences that not only look great but also tell compelling stories and drive meaningful impact
🌍 Global surface area
Design for a truly global audience — whether it’s a skip-the-line ticket in Rome or a river cruise in Dubai. You’ll bring local flavor and visual nuance to every touchpoint.
✨ Craft that matters
You’ll work with a team that sweats the small stuff — from micro-interactions to macro moments — and believes that great design is both intentional and emotional.
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.