Marketplace · New York, New

Headout

Headout is a New York-based marketplace enabling travelers to book tickets and tours across 196 countries, serving 35+ million guests with 90% of top experiences and $200M+ in annual revenue.

Work at Headout?

Locations
Bengaluru+7
Also London, New York, Casablanca-Settat, Hong Kong Island, India, Rome, Remote
Team size
201-500 employees
Founded 2015
Total raised
$107.8M
Series B
Salary range
$88–180k
+ equity · 2 of 20 roles
Open roles
20

Open positions · 20

Filter roles by location

About Headout

Headout is a New York-headquartered marketplace that enables travelers to book tickets and tours to iconic attractions across 196 countries and 81 destinations, serving more than 35 million guests to date. The company's mission is to inspire people to get up and close with the world by building the most seamless and affordable booking platform, and it operates across 9 global offices with availability in 7 languages. Headout has achieved significant market traction, carrying approximately 90% of top experiences and serving as a number one, two, or three sales partner for many attractions worldwide. The company has demonstrated strong financial performance with approximately $200M in net revenue and a profitable marketplace, while maintaining 40-50% year-over-year growth, backed by $60M+ in funding from top-tier investors. Beyond its core marketplace, Headout has built Dex, an AI-powered digital guide available in up to 40 languages with over 200 guides created, and expanded its offerings through the acquisition of Dabble, a YC startup.

Culture & values

The team values ownership, craft, and impact

People are hungry, ambitious, fluent in AI, and comfortable building something new without a playbook

Small, scrappy squad culture

High-energy local team

High autonomy in role

Work closely with leadership, including the CEO

Cross-functional collaboration with product, growth, operations, and leadership

In-office 3 days a week in New York City

Funding

$107.8Mtotal raised

Company at a glance

Founded2015
Location
New York, United States
LinkedInLinkedIn

The team at Headout

201-500 employees peopleSee everyone on LinkedIn

Hemant Prabhu

An Operation Specialist with 8+ years of experience in analytical change management, and communicator in technology based aggregator business.Working towards improving ROI & building Lean & Mean Operations.

Rachit Watts

Engineering @ Headout | Hiring Tech, Product and Design Superheroes.

Rohith D Revanth

Chief Data Scientist at Headout

Suren Sultania

Co-Founder & COO at Headout

Uttam Garodia

CFO at Headout

Location

Team Composition

709 people
  • Engineering and Technical9 senior138
  • Operations3 senior118
  • Marketing8 senior92
  • Sales58
  • General Management17 senior43
  • Design3 senior34
  • Customer Service32
  • Finance & Accounting2 senior30

Frequently asked questions

Of 20 open roles, Headout has 1 remote, 12 hybrid, 7 on-site positions.

Headout is based in New York.

Ask your AI about Headout

Connect Clera once, then ask what they're hiring for.

Ask about this company

What is Headout hiring for on Clera (https://www.getclera.com/companies/headout)? Tell me which of those roles fit my profile, and tell Clera I'm interested in the best one.
Not connected yet? Takes a minute
One click above pre-fills the connector. Or by hand: Settings > Connectors > Add custom connector, paste https://mcp.getclera.com. Either way, sign in with the account you use on Clera and approve the consent screen.
https://mcp.getclera.com

Sign in with your Clera account. MCP docs

Companies similar to Headout

Snag

Snag is an AI-native marketplace that revolutionizes apartment hunting and multifamily leasing by enabling same-day leasing cycles. The company makes the apartment search process fast and enjoyable through its innovative micro leasing approach, which streamlines the traditional rental experience. By building a comprehensive real estate marketplace, Snag addresses inefficiencies in multifamily housing and supply optimization, positioning itself as a transformative force in the residential leasing industry.

Marketplace
Afthonea

We’re building the first autonomous insurance group, starting with Morrow, our AI-native commercial insurance brokerage. We help businesses find, compare, and buy insurance across 100+ carriers. Every placement deepens our understanding of businesses, risk, and underwriting. We’re turning that knowledge into an insurance ontology that gives our AI agents the context to reason, apply judgment, and execute insurance workflows autonomously across calls, emails, and carrier portals. Our ambition is to build the most comprehensive intelligence layer in the industry. Over time, we’ll use this foundation to develop and underwrite our own insurance products. Insurance spending represents 12% of U.S. GDP, and we want to go after all of it. We’re backed by C-suite executives at some of the world’s largest insurers, first-check investors in Rippling and Twilio, and a Cloudflare board member.

Insurance1-10
Alder Property Management

Alder is an AI-native property management company that operates directly in the property management industry. By leveraging artificial intelligence as a core part of its operations, Alder manages properties with a technology-forward approach designed to streamline and enhance traditional property management practices.

Real Estate