Work with Us! We are always looking for lifelong learners to join our team.

We're a group of lifelong learners. You too? Come join us!

If you're passionate about travel and care about people, we'd love for you to join our team and make an impact at Context!




Our Story

Context was founded in Rome in 2003 by Paul Bennett and Lani Bevacqua, an ex-pat couple eager to curate experiences for travelers, not tourists. Since then Context has taken over 200,000 people to 60+ destinations around the world, accompanied by thousands of leading experts. 

What started as a dream to create cross-cultural connections is now a worldwide network and community of thoughtful, engaged travelers and experts. 

We want to take care of you!

Our team works hard, so we work even harder to make you feel your best! Check out some of the ways we are taking care of our teammates at Context.

Flexible Time Off

Take the time you need to recharge and refresh, we require each team member take a minimum of two weeks off each year.

Insurance Benefits

Health, dental, vision and life insurance with employer contributions toward the premiums.

Learning + Wellness Fund

An annual stipend to be used for personal and professional development, as well as personal wellness - use it for what makes you feel your best!

Free and Discounted Tours

Access to all of our digital tours and sessions for free, as well as free small group tours and a free private tour each year. Not to mention a discount code for your friends and family!

Tech Stipend

A one-time monetary allotment to provide you with everything you need to be successful during your workday.

Off Sites

In-person time with your team, as well as a company retreat somewhere wonderful. This year we are heading to Rome!