Senior Mobile Software Engineer

Hey, Hi, Hello! 👋

My name is Connor Wilson. I’m the Founder and CEO of Pilot.

We’re a travel tech company with the mission of helping people like you around the world discover and share memorable experiences in the real world, so you and others can live a happier, more fulfilling life.

But before I talk about us, I want to talk about you.

If you’re reading this job description, you’re probably either unemployed and need a job…

…or you’re already employed, but for some reason or another…

…you’re here…

…because whether you realize it or not, you’re not as happy as you could be.

There could be a lot of reasons for this. Here’s a few:

• 🚩 You’re overworked and/or underappreciated
• 🚩 You lack faith, trust or closeness to your colleagues or leaders
• 🚩 Your company is bureaucratic, lacks transparency, or makes siloed top-down decisions
• 🚩 You lack autonomy, freedom, or potential for growth
• 🚩 You’re bored, aren’t learning or being challenged, or don’t care about what you’re working on or what your company does or who it serves
• 🚩 Your company has an unhealthy or undesirable culture

We’ve been there.

I’m here to tell you it doesn’t have to be that way.

Why you should work at Pilot 🙋‍♀️

If you think you’d like working at a company whose very purpose is to give you and others the absolute best life possible, in the most fun way possible, working on cool things with cool people, to help people have an awesome time and make memories…

…well then Pilot might just be the place for you.

It’s embedded into who we are. That’s why we have a public 23-page culture code. Read it here to see if we vibe: https://bit.ly/3KmavZF

At Pilot you’ll get…

• 🌴 A 4 day workweek if you complete your full-time work before Friday, with unlimited paid vacation (with manager approval/coordination), and competitive pay through salary and stock options so you’ll own your work.
• 🙌 Near total autonomy and freedom. You pick your own projects, set your own goals, and work the hours you want, where you want, with who you want. Our team travels all over the world, and you can too.
• 🎊 Work with people who all want to be your friend (we actually hang out). Our team is incredibly talented, but we value humility.
• 🤓 Leaders who own their mistakes (yes, that includes me), actively seek feedback to identify and solve them, and are pretty experienced. You can learn more about me at connorjwilson.com. TL’DR: this isn’t my first startup. My last one, NiceJob, sold for $30M in 2021 after we grew it for 3 years without investors, reaching $3.5M in annual recurring revenue.
• 🧪 Decisions based on data, not based on that LinkedIn post your manager saw that one time. Everyone at every level is empowered to make decisions because we share everything and have a culture of transparency, trust, and experimentation.
• ✈️ It’s travel, so it’s super fun. It’s a startup, so it’s super challenging with a huge upside. And it’s social impact focused, so you’ll actually be helping people, not just maximizing profits.
• 🧳 Paid travel on occasion, for training and research. So far we’ve paid for team trips to and around Thailand, Taiwan, Colombia, Portugal, Spain, Hungary, Turkey, India, San Francisco, Vancouver, Toronto, and more. These have been very valuable for the team and we’ll keep doing them.
• 🌎 We’re proud to have a diverse team, with plans to become a B-Corp eventually.
• ⭐ We also have some great employer reviews here: glassdoor.ca/Reviews/Pilot-Reviews-E3311415.htm

Reviews and culture code: Glassdoor Culture code About Connor

“Okay, but what even is Pilot?” 🤔

Great question. Glad you asked.

Pilot is multiplayer consumer AI for travel: the free web & mobile app where groups plan, decide, & book trips together.

Think Notion or Google Docs, but purpose-built for travel, and simple enough that anyone can use it. More visual and interactive than a chatbot. It stays free because we make our money on the booking, not on paywalling the planning.

• 🎓 We’ve been featured by The Washington Post, WIRED, Forbes, and TechCrunch. We’re Next Canada and Creative Destruction Lab alumni, were selected for TechCrunch’s Startup Battlefield 200, were a New Ventures BC top 10 startup in 2023, and a BC Tech top 3 startup of the year in 2024.
• 💸 We’ve raised about CA$2.2M to date, from funds and from angels including the founders of Moment Energy, Nexonia, Farewill, and DayOne, plus an AI engineering leader at Meta.
• 😎 Today we’re a team of about 10, led by …