Remote Year is the pioneer and market leader in community-based travel experiences, bringing remote workers and remote learners to the most inspiring destinations on the planet to live, work, learn, and grow together. We have launched over 80 programs and helped thousands of professionals explore living a more fulfilling life in 37 cities, 30 countries, and 5 continents.

Retreats are our newest (launched in 2021!) and highest performing offering, with:

  • 100% of participants say the retreat they attended “changed their life or perspective,” and “helped them grow”
  • 100% of participants would like to participate in another Remote Year experience after attending the retreat, with 94% of these people wanting to come specifically to another retreat
  • 85% of participants say the retreat exceeded their expectations

The Retreat Leader’s role is to oversee all retreats on a global level, ensuring the success of each program from start to finish. The ideal candidate is highly organized and proactive in their approach to work. They are energized by community-living and thrive in intensive, hands-on, rewarding, human experiences. They are customer-centered and will be quick on their feet to solve issues and community needs. This person is excited to co-create with our local as well as global teams to deliver a unique, memorable and delightful customer experience.

About Remote Year

Remote Year is on a mission to be the most trusted and transformational community-based platform for remote working globally. We are a fast-growing global startup that focuses on changing peoples' stories and lives through community-based travel. Remote Year curates communities of interesting professionals, entrepreneurs, and freelancers from across the globe to travel on Retreats and month-long work, learn & travel programs. 93% of our customers report having a positive experience, and we are proud to continue to try to improve that number. As a brand, we believe that remote work is critical to a healthy work environment, and that travel while working remotely can lead to innovation, leadership, and growth.

Why work with us?

  • We offer a competitive compensation that includes accommodation, flights and some experiences while on programs
  • You will join a diverse, globally distributed team, passionate about everything "remote"
  • You will have the opportunity to travel and enjoy the destinations of our programs

We value

  • Curiosity: We’re for the curious adventurers who explore with open eyes, minds, and hearts. Our pursuit towards a borderless world is fueled by curiosity, connection, and the desire to discover.
  • Compassion: We’re passionate explorers who listen with empathy, value different perspectives, and find beauty in the richness of our communities around the world. We're for people who believe that change happens only when we work together.
  • Courage: We're for the bold change-makers ready to unleash their creative and spiritual potential to shape the future. We challenge conventions and defy expectations with endless passion and integrity.

About The Role

The Retreats Leader oversees all Remote Year retreats on a global level. They work closely with our Head of Learn and Travel to strategically manage and operate the success of our retreats. A thriving Retreats Leader is willing to travel on a monthly basis, and most skilled at organization and operations, while having the heart of a community builder. They will manage each retreat as its own project, be 100% present while on-the-ground during each program, and understand how each retreat fits within the larger vision of Remote Year. Lastly, the Retreats Leader must be self-driven, proactive and excited to work in a fast-paced startup environment.

Responsibilities include and are not limited to:

  • Securing venues and arranging all logistics (transportation, food, room arrangements etc.) for a smooth group arrival and retreat execution
  • Building and managing a global network of facilitators and vendors in each retreat location to provide memorable content, excursions and local experiences
  • Co-build retreat schedules with local teams and facilitators
  • Communications with guests before, during and after the retreat to ensure they are well-prepared and informed for all the programming
  • Building community for each retreat program to feel like a tribe of life-long friendships
  • Keeping track of budget sheets for each retreat
  • Being the face of Remote Year on the retreat and the voice of customers to Remote Year
  • Collecting feedback from each retreat participant and problem-solving on the spot as well as for longer term issues
  • Embodying Remote Year’s mission, values, and Code of Conduct, leading by example
  • On a mission to provide a transformative experience for Remotes


  • Event planning and organization experience
  • Community management and engagement experience
  • Experience managing groups of 20-40 guests
  • Experience building and managing a team
  • Strong empathy, emotional intelligence and relationship building skills
  • Effective communicator and good attention to detail
  • Flexibility and ability to creatively solve problems in the moment
  • Conflict resolution skills
  • Customer support, travel, and hospitality experience
  • Champion for Diversity, Equity & Inclusion
  • Excellent English speaking ability and knowledge of another language is a plus
  • Retreats coordination experience preferred
  • Tourism experience preferred
  • Experience working abroad (not in your country of origin)
  • Experience working remotely
  • Ability and desire to travel on monthly basis

Diversity & Inclusion Commitment

Remote Year is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive work environment for all employees to show up authentically and an inclusive and diverse travel environment for all of our participants to practice global empathy.