Get out of your comfort zone

Join us in enabling people everywhere to discover and share memorable experiences together.

Girl looking into the distance

Why Pilot?

Our vision is a world where everyone feels fulfilled by authentic connections and experiences.

That's why we're building the hub of global travel experience, to help you make the most of every trip.
DISCOVER, PLAN, AND SHARE TRIPS WITH FRIENDS

Our Values

Everything we do is guided by these. From product decisions, to team compositions, we live our values every day.

Love Your Work

If a decision isn’t a HECK YES it’s a NO. We want to be passionate about the work we do, and have fun doing it. This means loving our team too.

People First

We want to be humble leaders, meaning we don’t think less of ourselves, we just think of ourselves less, always striving to do the right thing in service of others.
friends at a pool party
Pilot crew having fun!

Take it Further

We challenge the status quo, and work hard to make big dreams reality. We're always learning, staying curious and going beyond what is expected of us.

Move Fast with Data

We make decisions based on data and constant experimentation, don't over-analyze theory, and instead focus on assessing results to stay adaptable, and learn quickly.

Become the best version of yourself

Why work at Pilot

Help people

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Have an impact

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Actually like your job and company

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Autonomy & Freedom

How we put people first.
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Competitive salary, equity, and benefits

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Control over your life & work

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Ability to make your own decisions

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Set your own goals, pick your own projects

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Zero bureaucracy

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Unlimited paid vacation

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4 day work week, work when & where you want

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Remote or in-person work (where offered)

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Occasional paid travel benefits & team trips

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Leaders who admit mistakes & don't know everything

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Flat hierarchy

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Transparency & holistic accountability

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Sticking to a strategy, not flip flopping

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Still have structure & support

pilot slack messages
Dashboard mockupPilot slack messagespilot slack messages

Community & Impact

Why we love our work.
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Genuinely cared for

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Strong Relationships

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We actually hang out

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Everyone cares about impact more than profit

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Start decisions with "would the customer love this"

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Lots of support from team and leaders

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DEI & B-Corp plans

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Collaborative culture

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Mental health focus & policies

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pilot team at a rugby sevens game
Pilot team

Learning & Development

How we're taking it further.
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Being okay to fail

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Learning goals

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Challenging Projects

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Work with smart people

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Cross-collaborative - hackathon style teams

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Lead your own projects

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Radical candor

pilot team working at the Selina hostel in Medellin Colombia
Pilot team in ColombiaDashboard mockup

Respect & Recognition

We move fast with data.
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Flat hierarchy

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Highly transparent

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Cross-functional & collaborative

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Encouraged to speak up

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Important work

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Treated Fairly

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No one has ever had to ask for a raise or promotion to get one.

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We more than tripled our valuation since January 2022

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pilot marketing designer showing off a banner
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Our crew,
Your mates

Abigail Udvari
Abigail Udvari
Product Management
Adventure Junkie
Avinash VK
Avinash V K
Full Stack Development
Perpetual Dreamer
Yu-Wei Hung
Yu-Wei Hung
Growth + Product Management
Competitive Gamer
Ranjan S
Ranjan singh
Full Stack Development
</> to the moon!
Kevin Elliott - Content Marketing
Kevin Elliott
Content Marketing
Aspiring decent hockey player
Janine Dipasupil Pilot
Janine Dipasupil
Growth Design
Oat Milk Connoisseur
James Bursey
James Bursey
Product Design
Avid Cyclist
Shawny Hill
Shawny Hill
Community Marketing
Available for Parties
Jess Spigott
Jessica Spigott
Customer Care
Chronically Online
Harsiddak Singh Bedi
Harsiddak Singh Bedi
Full Stack Development
Typing Geek
Kristine Petitta
Kristine petitta
Content Marketing
Endless Errand-er
Connor Wilson
Connor Wilson
Founder & CEO
Team first! Also dad jokes.
selfie at the ski slopes
Girls jumping off cliff into a ocean

We love working here, you will too

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Great employee reviews

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Diverse team

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Dad jokes from our CEO

See Open Roles
See Open Roles

Wanna stay updated when new roles are posted?

Leave us your information to receive career updates from us!

Keep Me Updated!
Keep Me Updated!
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Fly with us @PilotPlans

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