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
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The role
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We are looking for a detail-oriented Senior Associate, Financial Operations with 2-3 years of experience in payables or receivables to ensure accurate and timely payouts across all partners. You'll play a key role in handling reconciliations, improving processes, maintaining financial controls, and ensuring data integrity. This role requires close collaboration with internal teams to support business decisions and external stakeholders to resolve payment-related inquiries. Your ability to work with financial tools and reports will be crucial in driving efficiency and accuracy in our operations.
This role is based in Bengaluru, so we are seeking candidates who are either local or open to relocating to the city.
What makes this role special?
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Accountability.
Managing finances in the travel and experiences industry means ensuring quick and accurate payment processing, giving customers and partners peace of mind
Visibility
. You'll work on key reports and reconciliations, providing insight into the company's growth and financial health
Process Improvement.
You'll develop and refine payables processes to enhance efficiency and accuracy
Cross-Team Collaboration.
Work with internal and external stakeholders, gaining exposure to different financial workflows and strategic decision-making
Exposure to Industry Tools.
You'll gain hands-on experience with leading payment platforms like PayPal, Checkout.com, and more
What skills & experience do you need?
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You're An Owner.
You take full ownership of your work, ensuring every reconciliation, payout, and report is not just completed but optimized for accuracy and efficiency. You have 2-3 years of experience in Financial Operations, preferably in payables or receivables, and bring strong attention to detail in every task.
You're An Innovator.
You see financial processes as more than just numbers--they are key to operational success. Whether improving workflows, streamlining payment processes, or identifying inefficiencies, you blend technical skills with strategic thinking to enhance outcomes. Your expertise in Excel / Google Sheets helps you manage large datasets with ease.
You're A Warrior.
You stand by your financial insights but welcome feedback with an open mind. You navigate challenges calmly, resolve discrepancies efficiently, and ensure financial integrity in everything you do. With your strong data and quantitative skills, you make informed decisions that drive business impact.
You're A Striker.
Goal-oriented and analytical, you balance intuition with data to drive accuracy and compliance. You proactively identify ways to improve financial workflows, ensuring all payments and reconciliations are handled with precision. A background in MBA Finance, CMA, CFA, or CA (qualified/semi-qualified) is a plus.
You're Detail-Oriented.
Numbers don't lie, and neither do you. You double-check your work, refine reports, and analyze financial data to ensure precision. Your ability to manage financial controls and maintain data integrity makes you a key asset.
You're A Connector.
You understand that financial operations don't work in isolation. You collaborate closely with internal and external teams, ensuring seamless coordination in payment processing and financial reporting. Your ability to resolve payment-related inquiries with external stakeholders sets you apart.
EEO statement
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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.
Privacy policy
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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.
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