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About Remote Year

The Remote Year Story

In August 2014, two friends dreamed of exploring the world while building their careers. They shared the belief that great work can be done from anywhere with a Wi-Fi connection, and that people are most creative and productive when they’re inspired by their surroundings.

They created a website posing a simple question: “Who wants to travel together for a year while working remotely?”

On the first day, more than 1,000 people signed up. Since then, Remote Year has helped over a thousand people take their career to the next level while traveling the world.

Meet the Founders

Greg Caplan

Founder and CEO

Prior to starting Remote Year, Greg founded oBaz, a fashion company that was acquired by Groupon in 2013. He holds BBA in finance and strategy from the University of Michigan's Ross School of Business.

Sam Pessin

Founder and COO

Sam spent 3 years as a consultant at Bain & Company and a year as Head of Business Development at Vokal Interactive before starting Remote Year. He also holds a BBA from University of Michigan's Ross School of Business.

Our Values

About our mission to create more peace and productivity in the world.
Learn More


Press coverage on Remote Year and how to get in touch to feature us.
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We're always looking for talented people to join our team.
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Keep your job. See the world.
Leave the planning to us.

Discover your path with Remote Year and change the possibilities.
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