Group Product Manager

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

We're looking for a Group Product Manager (GPM) to lead product strategy and execution across key initiatives at Headout. You’ll manage and mentor a team of Product Managers while aligning cross-functional teams toward a shared product vision. In this role, you’ll shape how we acquire, retain, and delight users globally - through thoughtful strategy, user insights, and fast iteration.

You’ll work at the intersection of business goals, user needs, and product innovation to help scale Headout from 5k to 50k experiences across the globe.

What Makes This Role Special

• Lead with Vision: Set the strategy and direction for key pods, mentoring PMs and guiding teams through ambiguity with clarity and purpose.
• Build at Scale: Own and shape customer-facing and internal systems that improve user experience, boost conversions, and scale operational efficiency.
• Drive Growth: Use data and insights to continuously evolve the product, feeding learnings back into the roadmap for long-term impact.
• Cross-Functional Ownership: Partner closely with design, engineering, analytics, and ops to ship features that matter—fast.

What You’ll Bring

• Deep understanding of your target user and the ability to translate insights into high-impact features.
• Strong product sense—you know what great looks like, and how to get there.
• Ability to break down complex problems, make trade-offs, and prioritize based on user and business impact.
• Clear, structured communicator - whether it’s writing PRDs or aligning stakeholders.
• Comfortable coaching product managers and creating alignment across pods and functions.

What Skills & Experience You Need

• 7+ years of product management experience, with at least 2 years in a people management or leadership role.
• Proven track record of building and scaling products in fast-paced environments.
• Experience working in a metrics-driven and experimentation-led organization.
• Strong blend of user empathy and data fluency—able to turn research and analytics into action.
• Excellent written and verbal communication skills, especially when driving alignment across cross-functional teams.
• Experience in a marketplace or platform business is a plus.