Help the world headout.

Join us to reshape how people experience the world—crafting moments that inspire and memories that last a lifetime.

See open roles

what we do

Our mission

The world is full of incredible experiences. We help everyone head out to the best of them.

Why we exist?

Lack of trust

With so many small operators and no clear ratings, customers find it tough to identify reliable options.

Difficult to choose

Unstructured details and unclear pricing make decisions tough for guests due to the lack of standardisation.

Lack of spontaneity

Guests book in-destination, but many operators lack real-time availability or aren’t online.

How we solve this?

Curated experiences

We use data and local insights to curate ideal options, reducing complexity for our guests.

Reliable partners

We build trust and ensure consistency by carefully vetting supply partners.

Standardised experiences

We standardise experiences with partners to ensure quality, availability, and pricing.

Our voyage

Headout offers the best of three worlds: the agility and innovation of a fast-growing startup with proven product-market fit, the opportunity to make an outsized impact within a small, dynamic team, and the chance to shape a global product in a sector poised for historic growth.

GROWTH

Rapid and sustained growth

Not only have our sales grown exponentially over the past few years, but our revenues have followed suit, reinforcing our confidence that more and more people are choosing to head out with, well, Headout.

GUESTS SERVED

0 million+

We’ve served 35M+ guests! What’s even more exciting? 25 million of those happened in just the last 4 years. And we’re only getting started!

COUNTRIES SERVED

110+ countries

From Australia to Zambia (and almost everywhere in between), people are choosing Headout for their adventures.

CAPITAL RAISED

$0+ million raised

We take pride in having raised substantial capital to accelerate our growth, but we're even more proud to have achieved PAT profitability—marking a pivotal milestone on our path to becoming a self-sustaining growth engine.

life at headout

Operating principles

Our workplace mission is simple: enable people to do their life's best work. We do this by ensuring you have challenging work you love alongside an environment that supports you in it. We think workplace happiness is simply a by-product of this.

We've crafted a team and culture that executes relentlessly every single day for our customers and partners. A team guided by our playbook — reflecting partly who we are and part who we want to be. It's not perfect but we like being candid about things that aren't.  

Read our playbook: Life at Headout

Headout > I
Every decision we make drives our mission to get people to experience the world.
Move fast, learn faster
We execute at a high velocity and learn quickly along the way.
High standards
We strive to be the best in everything we do—whether it's a grand challenge or a simple action.
Together is better
We are a tribe that cares deeply, trusts one another, and collaborates with the spirit that no team is above or below another.
Ownership and initiative
We pick up the trash instead of leaving it on the floor or just talking about it.
Headout > I
Every decision we make drives our mission to get people to experience the world.
Move fast, learn faster
We execute at a high velocity and learn quickly along the way.
High standards
We strive to be the best in everything we do—whether it's a grand challenge or a simple action.
Together is better
We are a tribe that cares deeply, trusts one another, and collaborates with the spirit that no team is above or below another.
Ownership and initiative
We pick up the trash instead of leaving it on the floor or just talking about it.
Headout > I
Every decision we make drives our mission to get people to experience the world.
Move fast, learn faster
We execute at a high velocity and learn quickly along the way.
High standards
We strive to be the best in everything we do—whether it's a grand challenge or a simple action.
Together is better
We are a tribe that cares deeply, trusts one another, and collaborates with the spirit that no team is above or below another.
Ownership and initiative
We pick up the trash instead of leaving it on the floor or just talking about it.
Headout > I
Every decision we make drives our mission to get people to experience the world.
Move fast, learn faster
We execute at a high velocity and learn quickly along the way.
High standards
We strive to be the best in everything we do—whether it's a grand challenge or a simple action.
Together is better
We are a tribe that cares deeply, trusts one another, and collaborates with the spirit that no team is above or below another.
Ownership and initiative
We pick up the trash instead of leaving it on the floor or just talking about it.

BACKED BY

THE BEST

A team creating

tremendous value

With 9 offices around the world, we’re a truly global crew! Headouters are known for blending work with play, and sometimes we even turn our vacations into remote work adventures from these awesome spots.

Startup spotlight

Featured as America's Best Startup Employers (2025).

GPTW certified

We’re officially certified as a Great Place to Work®—a testament to our ongoing efforts to improve every single day.

Top 25%

Our Employee Net Promoter Score ranks in the top quartile of organisations of our size.

Perks

We are firm believers that the reasons why someone should join Headout is because they believe in our mission and culture, want to work with our people, love our product and lastly, want to enjoy the perks we offer. Our perks are the icing on the cake - not the cake itself 🙂

ESOPs

"Take ownership" is one of our core operating principles and our ESOP policy is a manifestation of exactly the same belief.

Flexible time-off

It's your life, and your time. Our flexible leave policy is designed to help you find the balance you need to be your absolute best at work.

Mental wellness check

Get access to unlimited 1-on-1 therapy sessions, newsletters, and seminars with our mental health partners.

Headout credits

$500 worth of Headout Credits to, you guessed it, head out to any of our experiences around the world.

Health insurance

Nothing matters more than your health and well-being. Everything else comes later.

Learning credits

Learning Credits for any paid courses, sessions or workshops to aid your learning, growth and network.

Work with us

How we hire

Here’s what your journey with us will look like once you decide to take the leap.

Application review

Our team will review your application and guide you through the next steps. Given the high volume of applications we receive, we encourage you to prioritize brevity and clarity over the length of your resume.

Problem solving

We’ll walk you through a set of problems that will get you thinking. Depending on the role, you may either need to block off some time or take a few days to complete and submit your work.

Discussions

We’ll have a series of discussions, each with a specific purpose. These conversations help us get to know each other better, both as professionals and as potential future colleagues.

References

We’ll reach out to a few of your past colleagues to learn about you from their perspective. We will then evaluate your overall candidacy and extend an offer as the last step.

Open roles

Location

Anywhere

Team

Any team

Help the world headout.

Open roles

Get Help 24/7

Cities

HEADOUT

Partners

We Accept