We’re making the world bolder and brighter - one trip at a time - for women everywhere.

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We’re looking for a…

  • Wild Terrains is looking for a vibrant, responsible, and reliable Group Trip Leader to help run women-only group travel experiences in Japan. The ideal person will be comfortable leading groups of up to twelve (12) women at a time, passionate about sharing Japanese culture with mostly North American visitors, and enthusiastic about Wild Terrains’ mission to propel women forward. They will understand the importance of Wild Terrains’ relationship with our local, women-owned partners, and they will treat these relationships with respect and care.

    ABOUT THE GIG

    As our Trip Leader in Japan, you’ll contribute to the Wild Terrains mission in the following ways:

    LEAD WILD TERRAINS GROUP TRIPS IN JAPAN

    • Ensure successful operation of each 8-day Japan group trip, with travelers’ health, safety, enjoyment and connection as the top priority

    • Follow the Wild Terrains 8-day Japan itinerary, accompanying travelers to each activity and ensuring the group is safe, on schedule, and happy. This will include two inter-city transfers by train or plane and travel within three regions of Japan.

    • Be available via phone during scheduled free time and evenings, in case of questions or emergencies.

    • Facilitate a friendly and safe environment for travelers to get to know one another, and actively engage and talk with travelers throughout the trip.

    • Coordinate any additional traveler needs during the trip (visit to doctor or pharmacy, trip add-ons, etc).

    • Be attuned to the group and the individual travelers’ emotional and physical needs throughout each trip.

    • Update our team with the status of the group at the end of each travel day.

    BE AN ON THE GROUND RESOURCE FOR WILD TERRAINS TEAM MEMBERS & PARTNERS

    • Nurture existing Wild Terrains partner relationships and foster new relationships

    • Be a liaison for existing partners, communicating their needs to HQ

    • Support HQ in understanding what’s happening on the ground in Japan

    EMBODY THE WILD TERRAINS BRAND

    • Be passionate about the Wild Terrains brand vision and values

    • Be proactive in your approach and take initiative, leveraging and learning from successes and challenges of group travel experiences you lead

    YOU’RE A GOOD FIT IF...

    • You are passionate about the Wild Terrains brand vision and values, and you are excited to expose our travelers to Japan’s beautiful culture.

    • You have current work authorization in Japan. You are being hired as a freelance contractor and will be responsible for reporting your own income and paying your own taxes.

    • You are looking for a longer-term role, not a short-term gig. Assuming it’s the right fit, you’d be eager to commit to working with Wild Terrains for 2 years or more.

    • Your friends would describe you as reliable* and responsible.

    • You are available to lead a total of four or five 8-day trips to Japan in 2025. They will be run most likely in shoulder season (spring and fall, but not cherry blossom season) with exact dates to be determined. The first trip would be a training trip, co-led with our founder. In 2025, you could expect to lead roughly 4 or 5 trips.

    • You are a strong communicator and relationship builder. You don’t necessarily need to be extroverted, but you should like getting to know new people and driving group conversations.

    • You are a team player; comfortable and technologically equipped to collaborate with the global Wild Terrains team, most often remotely.

    • You are eager to learn, grow and collaborate.

    • You stay cool, calm, and collected in stressful situations.

    • You understand the importance of our relationship with our women partners and you will treat these relationships with respect and care.

    • You are based in Tokyo.

    • You are fluent in both Japanese and English. This is a requirement!

    • Bonus: You are trained in first-aid or emergency response, or you have formal tour guide experience or licenses.

    *This is really important given the nature of our business. If you commit to leading a trip, you must be available the entire duration of the trip. A last-minute cancellation will result in immediate termination, and failure to be available for all days of trip will result in no payment.

    PERKS

    For every 8 Wild Terrains group trips you lead, you earn a free Wild Terrains trip to any of our other destinations (Argentina, Portugal, France, Iceland, Mexico, USA & more to come!)

    HOW TO APPLY

    For all roles, please apply by emailing careers@wildterrains.com with the following attached:

    • Your resume

    • A cover letter explaining why you want to work for Wild Terrains and why you’re the ideal candidate for this role!

    • A screenshot of the results of your Enneagram Test: https://www.truity.com/test/enneagram-personality-test

ABOUT WILD TERRAINS

Wild Terrains is a travel company on a mission to cultivate meaningful relationships that propel women forward. We design small group trips for women who shy away from cookie-cutter tours, and are looking for something truly transformational. In each of our destinations, we partner with local women-owned businesses to create one-of-a-kind, uplifting experiences you can't find anywhere else. www.wildterrains.com

DIVERSITY, EQUITY, AND INCLUSION

We are strongly committed to diversity, equity, and inclusion. We honor, celebrate, and foster diversity and inclusion on our team, in our travelers, and within our community. We value, respect, and support all types of diversity across all identities including (but not limited to): ethnicity, race, gender, LQBTQIA, age, religion and abilities. We work with a leading DEI (diversity, equity, and inclusion) coach to continually assess what we’re doing right and what we need to improve.