OVERLAND CAREERS

Join Our Team

Become an important part of a great team

The Overland year-round team is a group of professionals dedicated to advancing our mission to inspire our students to see how beautiful and exciting, how full of promise the world is. We are recent college grads; we are part-time employees and full-time parents; we are volunteers and coaches; we are hikers and bikers; we are East Coasters; we are West Coasters; we are inclusive and welcoming.

The seasonality of Overland imbues each phase of the year with varied tasks, projects, and responsibilities. Beginning in September, our work builds towards peak admissions season in the winter, then transitions to summer preparation in the months between January and June. Our six-week summer season is a time of energy and action; it’s the goal we’ve been striving towards all year. For over 40 years, Overland has created superlative trips and lasting experiences for our students—as a team, that’s what drives us forward.

Annual opportunities

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Admissions

Responsibilities include generating over 2,500 applications for each summer’s trips, traveling across the country to make presentations, working with parents over the phone and via email, and overseeing our financial aid program, Open Arms. As with every position at Overland, members of the admissions and financial aid team will have additional responsibilities that will include assisting with leader recruitment and other tasks.

Leader Hiring

Responsibilities include recruiting, evaluating, and hiring summer trip leaders from colleges and universities across the country. The leader hiring staff works with our current and former leaders to fill approximately 100 spots for each summer’s staff of trip leaders and then generates over 1,000 applications each year for the remaining approximately 100 spots for new leaders. As with every position at Overland, leader hiring staff will have additional responsibilities that will include assisting with student recruitment and can include other tasks (e.g., trip planning and/or managing equipment).

Trip Planning

Responsibilities include managing a group of trips throughout the year, starting with a September review of the previous summer’s experience and progressing through revisions in the fall (which can include travel to scout locations), reservations in the winter, and dialing in the details in the spring. When our summer season begins, trip planners manage their trips from our headquarters, working with leaders in the field to ensure the smooth operation of their trips. As with every position on the Overland staff, trip planners will have additional responsibilities that will include assisting with leader and student recruitment, managing equipment, and other tasks.

how to apply

We expect to conduct several rounds of interviews for the 2025-26 season in March of 2025. We typically make most final hiring decisions by April for staff starting the following September. We expect to hire for in-person roles in Bozeman, Montana.

Please send a resume, brief cover letter, and transcript (if applicable) to [email protected]

What You Need

Please send a cover letter and resume to [email protected]. If you are a recent college graduate, please include a copy of your college transcript.

What We Look For

Applicants for all positions should have excellent organizational skills, attention to detail, and the ability to communicate clearly. We seek team players who are eager to be a part of a dynamic organization where we share responsibilities, support each other, and celebrate our successes.

Overland offers competitive compensation and benefits; a healthy, wholesome work environment; and the chance to be part of a group of people who care about what they do and about each other. Overland considers applications from all people and does not discriminate on the basis of race, color, national or ethnic origin, familial status, genetics, ancestry, religion, disability, sex, sexual orientation, gender identity and expression, or any other characteristic protected under applicable federal or state law. These values have been a part of Overland for over three decades, and they’re important qualities that we look for when choosing new members of our team.

Please Reach Out

Throughout the year, we are happy to hear from you if you’re interested in a full-time or part-time role at Overland. We are not currently hiring, but it never hurts to get your name on our radar. Cheers!

Apply for Trip

Apply for trip

Info Sessions

info sessions