Lead Software Engineer, Web

AI overview

As a Frontend Lead, you'll significantly impact the quality and architecture of web interfaces while leading and mentoring a skilled frontend team.

🚀 Why Headout?

We’re 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 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. Read more about our unique values here: https://bit.ly/HeadoutPlaybook

 

👩‍💻 The role

As a Frontend Lead at Headout, you’ll own the quality, architecture, and delivery of our web interfaces. You’ll combine strong frontend engineering skills with thoughtful leadership to build scalable, high-performance web experiences used by a global audience.

Beyond writing code, you’ll guide frontend direction across projects, set technical standards, and work closely with product, design, and backend teams to ensure what we build is robust, maintainable, and user-friendly.

🤩 What Makes This Role Special

  • Own Frontend Architecture: Design and evolve scalable frontend systems that support long-term product growth.
  • Lead by Example: Drive projects end-to-end while setting high standards for code quality, performance, and UX.
  • Collaborate Deeply: Partner with product managers, designers, and backend engineers to translate ideas into reliable interfaces.
  • Grow the Team: Support and guide frontend engineers through feedback, reviews, and shared best practices.Make Smart Tech Choices: Evaluate new tools and frameworks thoughtfully, balancing innovation with stability.

💝 What Skills & Experience You Need

  • 5+ years of experience in frontend development, building and shipping production web applications.
  • Strong expertise in JavaScript (ES5/ES6), TypeScript, HTML, CSS, and modern frontend architecture.
  • Experience designing scalable, performance-optimized frontend systems.
  • Comfort working with Node.js, browser dev tools, and both CSS-in-JS and traditional CSS approaches.
  • Solid understanding of web performance, responsiveness, and browser behavior.
  • Proven ability to collaborate, communicate clearly, and take ownership of frontend outcomes.
  • Curiosity to learn and adapt, paired with good judgment on when and how to adopt new technologies.

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 [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.

Our workplace mission is simple: enable people to do their life's best work. We do this by ensuring you have challenging work you love alongside an environment that supports you in it. We think workplace happiness is a simply a by-product of this. Join an exceptionally talented team on their quest to connect the world’s best in-person experiences with people all across the globe.

View all jobs
Ace your job interview

Understand the required skills and qualifications, anticipate the questions you may be asked, and study well-prepared answers using our sample responses.

Lead Software Engineer Q&A's
Report this job
Apply for this job