Why Headout

Were 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 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.

The Role

At Headout were building the AI layer that powers how our Sales team works. As a SalesOps AI Builder youll build intelligent workflows agents and internal tools that automate repetitive work improve decision-making and help our Business Development teams operate at a much higher leverage.

Youll work across AI backend systems and GTM tooling to build production-ready solutions from partner research and outreach automation to CRM integrations and workflow orchestration. This is a hands-on builder role where youll own problems end-to-end shipping systems that are used every day and continuously improving them based on real usage and business impact.
Youll work closely with Sales Product and Engineering teams to identify high-impact opportunities move quickly from idea to implementation and build reliable AI-native systems that make our GTM engine faster and more effective.

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

What Makes This Role Special

• Own the AI layer of GTM. Build production-ready AI agents workflows and integrations that become a core part of how Headout sells and grows.
• End-to-end ownership. From identifying problems with Sales teams to designing building deploying and iterating on solutions youll own the complete lifecycle.
• Build beyond the CRM. Engineer on top of tools like Salesforce and HubSpot using APIs AI models and workflow automation rather than configuring existing systems.
• Ship with impact. Work in a fast-moving team where the success of what you build is measured by real business outcomes like time saved better workflows and improved sales productivity.
• Operate at the intersection of AI and business. Collaborate directly with GTM teams to solve operational problems using modern AI tooling backend engineering and automation.

What Skills & Experience You Need

• 2 to 5 years of software engineering or applied AI experience with ownership of production systems used by customers or internal teams.
• Strong proficiency in Python or TypeScript with experience building backend services integrations or automation workflows.
• Experience shipping AI-powered applications or workflows into production with an understanding of monitoring reliability and iteration.
• Hands-on experience integrating with business systems using APIs webhooks and OAuth ideally across platforms like Salesforce HubSpot Slack Gmail or similar.
• Familiarity with modern AI and automation tooling such as OpenAI Anthropic LangChain LlamaIndex n8n Clay or equivalent technologies.
• Strong problem-solving skills and systems thinking with the ability to turn ambiguous GTM operational problems into scalable technical solutions.
• High ownership and bias for action with a track record of taking ideas from concept to production.
• Strong data intuition with the ability to define success metrics instrument workflows and iterate based on real usage.
• Excellent communication and stakeholder management skills with the ability to work closely with Sales teams to understand problems and build solutions that drive adoption

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.