join the wayfinders community

Step onto your second mountain.

If you’re ready for your second mountain - a life of deeper adventure, true connection, and lasting transformation - we invite you to apply below. It takes just a few minutes.

Before you begin…

1) Have you reviewed Our Approach to learn what makes Wayfinders unique?

2) Have you checked out Our Adventures to see what’s calling, and what fits with your schedule?

3) Click on the sections below to ensure you have a solid understanding of what Wayfinders is and isn’t.

  • Many of our Adventures include long hikes, sustained outdoor activity, and time in remote terrain. Please review the Challenge Level rating for your chosen Adventure(s) to ensure it aligns with your current capacity and desired stretch.

    If you aren’t comfortable being physically active for multiple hours per day, Wayfinders is probably not the right fit.

  • Our Adventures take place in wild landscapes and authentic cultural settings. This sometimes means staying in more rustic accommodations such as yurts, tents, huts, or village homes.

    Please review the Off-the-Map Factor rating for your chosen Adventure(s) to ensure it matches your comfort level.

    (Note: Some Adventures also feature luxurious lodging, but the heart of the experience is still in the unfamiliar and the raw.)

  • Wayfinders Adventures are most definitely not a vacation. If you’re looking for rest, relaxation, or a chance to escape from everyday life, this is not the right place.

    Wayfinders is about leaning in, not checking out. Our Adventures are designed as expeditions of the inner and outer world: journeys that blend bold challenge, meaningful community, and deep reflection.

    They ask you to show up fully, to stretch beyond comfort, and to discover parts of yourself that vacations can’t reach.

    This is not about distraction or indulgence. It’s about transformation, alignment, and returning home with a clearer sense of who you are and the life you want to live - and a community to help you get there.

  • Wayfinders Adventures are designed for successful, experienced entrepreneurs seeking deeper alignment, authentic community, and transformative global experiences.

Still here? Then let’s get going!

(Not ready? Click here to join our mailing list and get notified when we post new Adventures)

Wayfinders Application

Once we receive your application, our team will review it carefully and reach out to schedule a conversation.

This ensures each Adventure, and our community, is curated with intention and alignment.