Ship the real thing
We pick problems that change how a traveler spends their Saturday, not ones that look good in a deck. Real trips, real pressure, real shipping.
CAREERS · SMALL TEAM, LONG TRIPS
Build the way people travel.
We're a small, deliberate team rewriting how trips get planned — from a loose daydream to a booked itinerary. If you like shipping the real thing and arguing about details, we'd love to talk.
WHAT WE BELIEVE
Three things we care about more than most.
Small team, big judgment
Everyone here designs, writes, and ships. We trust each other's judgment more than process — and we protect that by staying deliberately small.
Built on the road
We dogfood PickTrip on our own travel. Bugs get found on overnight trains. Ideas start in the middle of actual itineraries.
OPEN ROLES · 01
Looking for a few specific people.
If your role isn't listed but you think you belong here, the fastest path is still an email with a short note about what you'd build.
BENEFITS
The boring stuff, done well.
Work from the next trip
We're fully distributed. As long as you can make a weekly sync, the geography is yours.
A trip, on the house
Every year, every teammate gets a funded PickTrip — the only requirement is to write a short field note about it.
Books, courses, conferences
Annual learning budget. Pick what makes you sharper — we'll cover it, no approvals theater.
The best workstation
Latest MacBook, monitor, keyboard, coworking pass — if it removes friction from your craft, it's in the stipend.
Coverage you'd actually use
Private health coverage in every region we employ, plus mental-health sessions on top.
Two retreats a year
Twice a year we meet somewhere worth traveling to. Half work, half long dinners.
STILL HERE?
Don't see your role? Write us anyway.
The best hires we've made didn't come from a job listing — they came from a short, specific note about what they'd build. If that's you, we'd love to hear it.
shiro@picktrip.com →