Why Headout

Were 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 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.

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. 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.

Our culture

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.

What makes this role special

• Own the Strategic Narrative: You will own the end-to-end analytical roadmap for our Growth and Marketing teams. Youll translate complex datasets into clear compelling narratives and present your findings to senior leadership directly influencing our P&L and strategic direction.
• Partner with Leadership: Act as a dedicated strategic partner to our leadership across Marketing Business and Operations. Youll be the go-to expert providing the critical insights that shape their decisions on budget allocation channel optimisation and international growth.
• Build and Mentor a World-Class Team: You will hire manage and develop a team of talented data analysts. Youll foster a culture of excellence curiosity and impact leveling up the teams skills in analytics storytelling and commercial thinking.
• Drive Business Impact: Go beyond insights to drive tangible outcomes. You will design and analyse A/B tests build sophisticated attribution models and create frameworks to measure the ROI of every growth initiative ensuring our efforts are both impactful and efficient.

What skills & experience do you need

• A Leader and Influencer: You have demonstrable experience managing and mentoring analysts coupled with a proven ability to partner with and influence senior business stakeholders (Director VP level).
• Strong Commercial Acumen: You think like a business owner. You instinctively connect data points to financial outcomes ($) and can articulate the so what behind every analysis.
• Deep Domain Expertise: You have hands-on experience untangling the complexities of digital marketing and business analytics. Youre comfortable dissecting performance marketing channels (Paid Search SEO Affiliates CRM) and modeling business drivers like LTV and CAC.
• Technical Proficiency: Your technical toolkit is sharp. You possess advanced proficiency in SQL for complex analysis and are comfortable with a scripting language like Python or R for statistical modeling. Experience with modern BI tools (e.g. Looker Tableau) and data warehousing concepts is essential.
• A Pragmatic and Strategic Mindset: You are an analytical creative thinker who can navigate ambiguity. You have a bias for action and know how to make the right trade-offs between speed depth and accuracy to deliver maximum impact.
• Passion for the Mission: You are genuinely excited by the challenge of using data to help people discover and experience the world.

EEO statement

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 .

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 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.