🚀 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

You will be responsible for the entire contract lifecycle, including developing and implementing contracting strategy, negotiating and administering contracts, ensuring legal and regulatory compliance, and managing IP assets and data privacy programs. In this role, you will lead Headout’s contract reviews and discussions with all our partners, clients and service providers globally. You will also support the compliance vertical with specific corporate compliances. The ideal candidate must be business-oriented, proactive, and capable of independently driving legal risk mitigation strategies while enabling business growth. Must be based in Bengaluru or willing to relocate immediately.

🤩What makes this role special?

• Contract Strategy and Development: Develop and implement the organization's contracting strategy, aligning with overall business objectives and maximizing value extraction.
• Contract Lifecycle Management: Oversee the entire contract lifecycle, from drafting and review to negotiation, execution, administration, and renewal.
• Negotiation & Relationship Management: Lead or guide contract negotiations and foster strong relationships with external partners, vendors, clients, and other stakeholders.
• Intellectual Property (IP) Portfolio Management: Oversee the organization's IP portfolio, including patents, trademarks, copyrights, and trade secrets, ensuring their protection, maintenance, and strategic use, as well as conducting IP audits and managing related agreements and potential litigation.
• Corporate Compliance: Ensure that all contracts adhere to applicable laws, regulations, and industry standards. Support the compliance vertical within thee team in handling corporate as well as  secretarial compliances. 
• Data Privacy: When applicable, work alongside our data team to handle the development, implementation, and management of a comprehensive data privacy program. This includes crafting data privacy policies, conducting impact assessments, managing responses to third parties, and internal training on best practices.
• Risk Management: Identify potential contractual and legal risks, implement mitigation strategies, and ensure compliance with legal and ethical standards.
• Stakeholder Collaboration: Collaborate closely with cross-functional teams, including business, product, finance, IT, and HR, to align contracting, IP, and data privacy initiatives with organizational goals.
• Process Improvement: Leverage the latest tools and technological advancements, including AI, to simplify & strengthen our contract management, IP, and data privacy processes and workflows to increase their efficiency and effectiveness.
• Reporting and Analysis: Maintain accurate records and reports on contract status and IP portfolio, providing timely updates to senior management and other stakeholders.

💝What skills & experience do you need?

• Legal Pro with Global Exposure: Hold an LL.B with 8–10 years of strong legal experience, either in-house or at top-tier law firms, with a solid grasp of cross-border legal matters and commercial contracts.
• Contracting & Cross-Border Expertise: Proven track record of independently managing end-to-end commercial contracts, with exposure to legal frameworks in the US, EU, UAE, and India.
• Compliance & IP Savvy: Familiar with corporate compliance, intellectual property rights, and data privacy laws such as GDPR and CCPA. Certifications like CIPP/E or CIPM are a strong plus..
• Exceptional Communicator: Excellent drafting, negotiation, and communication skills, with a sharp legal mind and business-first thinking.
• Tech-Enabled: Experience with legal tech tools and Contract Lifecycle Management (CLM) software is preferred.

➕Bonus

• Proven ability to balance legal compliance with business enablement through strategic thinking and sound judgment.
• Strong leadership and team-building capabilities, with a track record of driving collaboration and accountability.
• Highly detail-oriented with a proactive, solution-first mindset to navigate complex legal challenges.
• Experience working with legal tech tools and automation of legal processes to improve efficiency and scalability.

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 life@headout.com.

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.