Founded in 2015 by entrepreneurs, Max Tremaine and Ivan Sharko.
Proudly Canadian tech company headquartered in Toronto.
Backed by an exceptional team of Silicon Valley investors and advisors.
Partnered with the world’s leading travel providers in over 50 countries.

What we value

At Sherpa, diversity, equity, and inclusion is part of our ethos. We look for individuals with diverse backgrounds, skills and experiences who maintain a global mindset and can help us make a strong impact quickly. These guiding principles help shape the way we behave and work with each other.

Trustworthy

Do the right thing.
Nothing is more valuable than our reputation. So it’s vital that we continually build trust with everyone we interact with. We do this by demonstrating transparent and fair decision-making and doing what we think is right, even if it’s hard. Because of the way we behave, people trust that we will be true to our word.

Understandable

Be clear.
Being understandable goes further than providing information. We are thoughtful in our word choice and use the simplest way to explain complex ideas. And when we speak clearly and avoid jargon and industry speak, we show our audience our deepest respect.

Empathetic

Show respect.
Our team is strongest when we see the world from others’ viewpoint, even if that view differs from our own. By being curious and listening to one another, we help others feel heard and respected. And by attuning to our partners’ needs, we can deliver the right products when they most need them.

Bold

Have courage.
We have a bold vision, and it’s this spirit of adventure that helps set our direction and makes us a fierce competitor. When we focus on impact and solving the most important problems—not just the easy ones—we are laying a foundation for innovation and long term success.


Why us

Benefits & Perks

At Sherpa, you’ll be part of a close-knit team committed to helping you do your best work and develop your potential.
Uppercut use Devkit to smash it.
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Be part of a rapidly growing company

  • Competitive salary and incentive bonus plan.
  • Early stage stock options.
  • Learning and development fund.
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Work from home

  • Through our strong investment in collaborative tools and processes, you can choose to work remotely or choose a hybrid of office and home.
  • Home office allowance
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Uppercut use Devkit to smash it.
Uppercut use Devkit to smash it.
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Work at the office

  • Workplace One head office near Toronto’s Historic Distillery District
  • Standing desks
  • Unlimited tea, coffee, espresso and Bubly
  • Indoor bike storage

Be well and stay connected.

Fun team events
Monthly book club
Bi-weekly Lunch & Learns
Free Peloton fitness account
Weekly yoga classes

We’re growing and looking for top talent to join our team

See open positions.

“Our team were able to smash our goals quicker than we did before”

Annabelle Porter,
Customer Service Officer

We’re growing and looking for top talent to join our team

See open positions

“One of the things that motivates me is having the opportunity to work on products that are used by organizations that range from large airlines to smaller innovative startups. Working hand in hand with the design and product teams, we build impactful products and solutions that help people from all over the world navigate complex travel documentation and requirements. Seeing my work make a meaningful impact on so many people’s lives is truly fulfilling.”

Alex Gogan, Director of Engineering

“Our team members were able to smash our goals quicker than we did before”

Annabelle Porter,
Customer Service Officer

“Our team members were able to smash our goals quicker than we did before”

Annabelle Porter,
Customer Service Officer

We are proud to work with the world's leading travel brands and organizations.