Why Headout?

We’re a rocketship: 9-figure revenue, record growth, and profitable

With $200M+ in revenue, guests in 700+ 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. 

‍ The Role

We're looking for a Senior Associate, Finance Operations to join our Finance team in Bengaluru. In this role, you'll ensure supplier payouts are executed accurately and on time while building scalable processes that strengthen financial controls and improve operational efficiency.

You'll analyze payment and reconciliation data, investigate discrepancies, drive process improvements, and leverage AI and automation to eliminate manual work. Working closely with Finance, Product, Engineering, Customer Operations, and our global Supply Partners, you'll solve operational challenges and build systems that enable our Finance Operations function to scale with the business. This is a high-ownership role for someone who enjoys solving complex problems, improving processes through data, and driving measurable operational impact.

This role is based in Bengaluru. We're looking for candidates who are local or open to relocating.

What Makes This Role Special?

• Own business-critical financial operations. Execute supplier payouts exceeding USD 30 million every month, ensuring accuracy, timeliness, and operational excellence across one of Headout's most critical finance functions.


• Drive operational excellence. Go beyond execution by identifying reconciliation gaps, performing root cause analysis, and implementing long-term solutions that strengthen financial controls.


• Build the future of Finance Operations. Leverage AI, automation, and technology to streamline workflows, reduce manual effort, and create scalable financial processes.


• Work across the business. Partner closely with Accounting, Treasury, Product, Engineering, Customer Operations, and global Supply Partners to solve complex operational challenges with real business impact.


• Own outcomes, not just tasks. Operate in a fast-moving environment where your analyses, ideas, and improvements directly shape how our Finance Operations team scales.

What Skills & Experience You Need?

• 1 to 2 years of experience in Finance Operations, Accounts Payable, Accounts Receivable, Financial Operations, or a similar analytical role.


• Strong analytical and quantitative skills, with the ability to interpret financial data, identify trends, and uncover opportunities for process improvement.


• Excellent problem-solving abilities, with experience performing root cause analysis and driving issues to resolution independently.


• Strong proficiency in Excel or Google Sheets. Experience with SQL or data visualization tools is a plus.


• High attention to detail, with a strong focus on financial accuracy, operational excellence, and robust financial controls.


• Strong communication and stakeholder management skills, with the ability to collaborate effectively across internal teams and external partners.


• A proactive, ownership-driven mindset with the ability to thrive in a fast-paced, high-growth environment while managing multiple priorities.


• Interest in AI and automation, with a willingness to leverage technology to improve operational efficiency and scalability.


• MBA (Finance), CA Inter, CMA, or an equivalent qualification is preferred.

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.