2022 Retreat Leader Application

Thank you for your interest in working for Run Wild Retreats!

As we look ahead to the 2022 retreat season, we’re optimistic that we’ll be able to proceed with domestic and international retreats, most of which are scheduled between March and November. Of course, there is still a great deal of uncertainty surrounding travel anywhere in the world, and so our schedule may change as a result. However, the health and safety of our staff and clients is always our top priority. We successfully operated 21 retreats in 2021, and so are optimistic about the season ahead.

With that in mind, we’re proceeding with hiring new retreat leaders for the 2022 season and invite you to apply for what many runners would consider a dream job!

About us: Run Wild Retreats Inc, is an award-winning, IATA-accredited travel company that specializes in running and wellness retreat for women. We operate in six countries and are offering 10+ different itineraries. We won Runner’s World magazine’s 2020 Travel Award for “Best Women-Only Trips” and Shape magazine’s 2019 Healthy Travel Award for “Best Active Outfitter.” We are 100% women-owned, a member of Leave No Trace Center for Outdoor Ethics, the Adventure Travel Trade Association and Transformational Travel Council. We are passionate about sustainable, responsible, inclusive transformational travel experiences.

If you want to join our team, please read the following information thoroughly.

Hiring Timeline:

November 2021: We begin accepting applications for the 2022 season.

December – January 2022: We begin reaching out to short-listed candidates to schedule video interviews.

Early February 2022: A hiring decision will made and selected candidates will be notified.

Hiring and Training Process

Step 1: Record a video response to the interview questions. Since being a retreat leader makes you the face and voice of the brand, it’s important for us to get a sense of your public speaking and personal presentation style. While your answers shouldn’t be scripted per se (no reading off a page!), your answers should be thoughtful, clear, organized and represent who you are.

Step 2: Fill out the online application form. This form includes a spot for you to share the link to your video.

Step 3: If you’ve been shortlisted, we will reach out to schedule a video interview with you.

Step 4: Attend the Retreat Leader Training in February or March 2022

This three-day event is required for all new retreat leaders before working at a retreat. The program focuses on all the essential skills required to be a successful retreat leader: public speaking, managing run pace groups, working with guides, itinerary logistics, internal communications systems, reporting, problem solving, emergency response, guest service, mindful running coaching and other essential skills.

This training also includes key leadership training that not only helps you embody the Run Wild Retreats brand ethos around the world, but also translates to any leadership position. This includes things like emotional intelligence, mindful leadership, holding space, authentic communication, taking responsibility and acting decisively when under pressure. As you’ll discover, doing this type of work is an opportunity for both personal and professional growth.

Our retreats are designed to deliver a transformational travel experience, and your role as retreat leader has a huge impact on this experience. Be prepared to go deep and commit to examine your motivations, values and desires so that you have the tools to lead our guests through this potentially life-changing inner and outer journey.

Please note: travel to the in-person training program is paid by you, however all further work-related travel is paid by Run Wild Retreats, including all flights to retreat destinations where you are scheduled to work. During the training program, lodging will be provided to you and you’ll be compensated for your time.

Step 5: If you successfully complete the training weekend, you will then lead a retreat with clients to demonstrate core competencies (practical evaluation with a senior retreat leader). You must successfully pass this final test before you will be able to lead a retreat on your own. 

The Application

Who We're Looking For

The ideal candidate for retreat leader is a confident leader, someone who inspires trust and exudes confidence when speaking in front of large groups. You are not only an experienced traveler, you understand how interact kindly yet firmly with travel vendors to get your group’s needs met.

While you are a fit and healthy runner, that is not the primary reason you are well suited to this position. The main thing that qualifies you for this work is your ability to tune in to the needs and mood of a group as well as the individuals within it to make judgments about what will create the best possible guest experience. You intuitively understand how to offer support to individuals who need it while also giving attention to those who don’t. You know what it means to “hold space” that make other comfortable enough to share openly and honestly because you are able to be open and honest about your experiences and how they relate to the mindful running curriculum.

Interpersonal skills are your strength; you are skilled at bringing a group of strangers together, helping everyone feel welcome and included in all social situations.

You are exceptionally good an organization and self-management. You are always on time or ahead of schedule so that you can be available to clients who need extra help getting themselves organized. You always plan a few steps ahead and can anticipate how one change in the itinerary can affect subsequent scheduled activities and deadlines. You are a conscientious leader, respectful of our partners’ time and efforts to do their jobs well, but are also unafraid to respectfully call out those partners’ failures to meet our expectations, especially when those mistakes or shortcomings affect our clients’ travel experiences.

You have excellent written communication skills and possess the social media skills to bring alive the retreat experience through daily posts and stories.

Compensation + Benefits

 Amount of Work (Commitment) 

Retreat Leaders are part-time seasonal employees to work a six- to eight-month period that usually takes place between March and November. During this time, you typically work 6 to 8 retreats lasting four to seven days, plus travel days before and after the scheduled retreat dates.

Your travel schedule is set at the start of the season, at which point you are committed to working the retreat to which you’ve been assigned to lead. Of course, unexpected things can happen (such as illness or running injury), in which case, a backup leader will go in your place. You, too, will be assigned as backup leader for other retreats. Of course, we will work with you to work around your schedule and other commitments.

Scheduled retreats may get cancelled due to low registration, travel restrictions or border closures. You will still be paid for any pre-retreat administrative hours you completed, though not for the cancelled work days.


The starting daily rate of pay is $250 per day when leading retreats. You are paid for the days you work (including travel days and retreat leader training days) and hourly (starting at $25 per hour) for pre- and post-retreat administrative work (typically just a few hours per trip). We also have a performance-based bonus program for retreat leaders who meet the specific criteria.


Run Wild Retreats covers all work-related travel travel, including flights, use of personal vehicle to travel to the retreat destination, hotels during the retreat, meals and experiences included in the itinerary. When available, retreat leaders have a private hotel room, though in some locations, the lodging is communal and the retreat leader stays with the guests. Retreat leaders may extend their stay in the destination before or after their assigned work days at their own expense. Personal expenses incurred while leading a retreat is at her own expense.

Recreation and Wellness Benefits 

Run Wild Retreats offers several benefits to retreat leaders, including prodeals on running apparel and shoes and other recreational equipment through ExpertVoice.com, Run Wild Retreats-branded apparel and discounts for employees and their friends or family members to attend retreats. 

Additional Benefits 

Run Wild Retreats provides retreat leaders who travel internationally with an annual travel insurance policy through Travel Guard.

In the unfortunate event of a work-related injury all retreat leaders are covered by workers compensation insurance which provides coverage for medical care, disability pay and medically necessary transportation costs.

  • Legal U.S. resident (eligible for employment)
  • 21 years of age or older
  • English fluency
  • Not required, but helpful: 
  • Class C Commercial Driver’s License (for driving 16-passenger van)
  • Clean Driving Record
  • Personal transportation and valid driver’s license (for traveling to/from retreat destinations as needed)
  • Valid passport
  • Laptop computer and smartphone with camera
  • Minimum 3 – 5 years’ experience in active or adventure tour leadership or guiding.
  • Strong public speaking skills
  • Excellent time management and personal organization skills
  • Experience and passion for travel
  • Good physical health and running fitness is required, including the ability to comfortable run 5 to 10 miles a day for a week. You don’t need to be super fit, but you do need to be reliably fit and injury free. You must have trail running experience.
  • Availability to travel domestically and internationally 
  • Flexible schedule
  • Experience pacing or supporting runners in an event is highly favorable.
  • Experience, certification or training is some area of health and wellness, such as mindfulness, meditation, run coaching, personal training, stress management, yoga or other.
  • A second language is not required, but is favorable.
  • Lead 6 to 8 international and domestic running retreats of 4 to 7 days each.
  • Participate in pre- and post-retreat meetings with Run Wild Retreats staff (online meetings)
  • Provide mindful running guidance on and off the trail
  • Lead Retreat Opening and Closing meetings
  • Manage the retreat itinerary, working with local guides, drivers and other suppliers to follow the timeline as closely as possible.
  • Support clients during the guided runs, offering extra attention, support and care to any who are struggling or not doing well (akin to being a pacer).
  • Fulfill tour standards and health and safety protocols
  • Prepare reports as needed for product development and guest experience
  • Work with running guides to manage runner safety as per the Risk Management Plan
  • Be clients’ “go-to” person for any questions or issues that arise at any time.
  • Post photos and updates daily during the retreat to Run Wild Retreats’ social media channels.
  • Above all, be accommodating, approachable, friendly, helpful and fun!
Step 1: Record your Video Submission

Watch the video on this webpage for specific instructions about what to include in your video. The two parts of your video are:

1. Introduce yourself to us as if you were before a new group of retreat guests. What should we know about you?
2. Why is supporting women’s health and wellbeing important to you and how would being a retreat leader help you fulfill that purpose?

Then upload your video to a video player like Youtube (don’t send us the video file). You will share the link to your video in the form in Step 2 below.

Step 2: Submit your Written Application Form

In January, we will contact you if you’ve been shortlisted for an interview. Please don’t follow up with us; we’re a small business and can’t reply to everyone who applies. Thank you for understanding!