Headout jobs, judged for you, free

What they do

Headout is an online marketplace for tours, museums, attractions, and live events. Travelers use it to find and book these experiences in more than 700 cities. It served more than 55 million guests, and its revenue is over $200 million. The company is profitable. Headout also builds Dex, an AI guide that gives audio tours of venues and cities.

What they value

• Headout > I: every decision serves the mission to help people head out.
• Urgent by design, focused by default: move fast, and stay focused on what matters most.
• Ownership is the job description: fix a problem instead of talking about it.
• Craft in all we do: how the work is done matters as much as what is done.
• If AI can, AI should: build AI into how the company thinks and works.
• Optimism is more fun: approach problems with possibility, grounded in reality.

Where they hire

Most Postings are in Bengaluru. Others are in New York, London, Tokyo, Hong Kong, and Shanghai. Three roles in India are remote. New York roles need three days a week in the office. Some Bengaluru roles ask for people who live there or will move there. Postings do not say if Headout sponsors visas.

Teams and roles

Business development and partnerships have the most roles.

• Business and partnerships: account executives, business development, key account managers, strategic partnerships, partner marketing, and business growth, in the United States, the United Kingdom, China, Japan, and India.
• Engineering: an engineering manager, a staff backend engineer, a frontend engineer, and a software engineer in test. The backend uses Kotlin, Java, Spring Boot, Kafka, PostgreSQL, MongoDB, Redis, and AWS. The frontend uses React and TypeScript.
• Data: a data analyst, a lead growth analyst, and an analytics manager.
• Product and design: a group product manager for growth, and a lead product designer.
• Content and Dex: a producer, scriptwriters, a senior content writer, and a media and research intern. The scriptwriters are freelance.

What they look for

Required experience goes from one year for early roles to eight years or more for staff roles. Many Postings ask for people who take ownership and work well with ambiguity. Many roles ask people to use AI tools in their work. The design role asks for experience with tools such as Cursor or Claude Code. Sales and partnership roles ask for CRM experience and a global mindset. The China and Japan roles need fluency in English and in Mandarin or Japanese. Data roles ask for strong SQL and Python.