This is a diverse role, assisting an entrepreneur to grow and manage adventure companies around Asia. Pete Tupper is the founder of the Imagine brand, which does business in the outdoor education and travel industries in Hokkaido, Taiwan, Mainland China, Hong Kong, Thailand, Bali and more.

Your role is to work directly with Pete, sometimes remotely, sometimes in the office, to help in many different ways. You will play important parts in the business while enabling him to focus on other high priority work.



(You will not always do all of the below, these are just examples. It will depend a lot on time of year and your individual skill set).


  • Communication with customers 
  • Handle sign-up forms, invoices, payments, receipts, records
  • Booking transport, hotels, restaurants and rentals for activities 
  • Translations and Japanese language emails, marketing text, etc.
  • Assisting on outdoor activities such as summer camps, school trips and team-building events
  • Shopping for equipment
  • Organizing and maintaining equipment storage
  • Handling visa applications and other government forms and processes
  • Driving 


  • Government forms, applications, processes at town office and online
  • Communications with businesses related to maintenance and management of properties 
  • Admin related to other investments
  • Unpacking and organizing post, deliveries and documents 
  • Handling enquiries of property guests
  • Driving and errands (e.g. delivering or picking something up in another town, etc.)



  • Native or near-native Japanese (spoken and written, business level)
  • Fluent in English (spoken and written, business level)
  • Bachelor’s degree or similar 
  • 2-8 years work experience in similar roles
  • Driving license and own car
  • Already living in Hokkaido (the closer to Kimobetsu, the better)
  • Very efficient at using a variety of computer software
  • Own laptop
  • Hardworking, productive, focused, self-motivated
  • Good at adapting between office, remote work and outdoor work
  • Flexible, team player and humble
  • See no job as too simple or too difficult, always happy to help
  • Able to think independently to find ways to get things done
  • OK with heavy workload sometimes and light workload other times, not always on a regular schedule.


Not essential but great if you also have:

  • Chinese language skills
  • Video editing skills 
  • Outdoor education experience 
  • Wordpress skills 


  • Bookkeeping experience 



Main place of work is currently in Kimobetsu (25 mins from Kutchan).

Work is sometimes in the office, sometimes remote (from home), sometimes outdoors on activities, and sometimes driving around to do tasks. Sometimes you may also work in another office in Niseko. It varies every week. 

Approx 40 hours per week

1 year contract with expectation to extend to long term



  • 210,000-220,000 JPY/month for first 6 months, then 240,000-260,000 JPY/month
  • Possible further pay rises in future
  • 2 days off per week
  • Annual paid holidays
  • Participate in fun outdoor experiences
  • Gain experience in a wide range of new areas 
  • Learn lots about outdoor education and business


How to apply

Please email your CV to [email protected] with a personal introduction in English. Thanks!