The Reboot Quest

“It may be that when we no longer know what to do, we have come to our real work and when we no longer know which way to go, we have begun our real journey.” - Wendell Berry
Sept. 18-25, 2017, near Telluride, Colorado.

Know you're not alone. Join us for our The Reboot Quest.


Are you in the midst of a major life change and feeling alone in that quagmire of feelings? Are you longing for more meaning in your personal or professional life? Or are you already in the midst of the turmoil and excitement of a business or role transition? If so, join us…

The Reboot Quest is truly a one-of-a-kind experience to support startup CEO’s, founders and other leaders who are confronted with personal and professional questions that won’t go away. Questions like “What’s next for me?” “What am I really here to do?” “Who am I really beyond my business identity?” “What if I really lived the life that is mine to live?”

Designed for members of the startup community who are in the midst of change or sense it coming.  If you are experiencing that maybe you long to enrich your personal life as much as your business world but don’t know where to turn. This life-changing experience is based on the arc of a journey of transformation in which we acknowledge what is ending, dying or being shed, so that we can more clearly see and welcome what is coming forth.  In our return we will recognize a more authentic self emerging and will see more of our true work to do in the world.

This quest has its roots in a traditional pan-cultural rite of passage sometimes called a Vision Quest; a remarkable ceremony that people have turned to for support in difficult times throughout history. It is a return to nature as teacher and as mirror for our truest selves. It’s a journey that supports our wholeness as human beings, helping us to better understand and embrace parts of ourselves we may have ignored, misunderstood, hidden or judged, and the unique artistry, gifts, and authentic voice we have to bring forth in our lives and in our work. Humans who have embraced this wholeness make better leaders.

Do you love yourself enough to listen with the ears of your heart to the other voices of yourself speaking? – Beno Kennedy

We know the transformative power of the wilderness intrinsically here at Reboot. Jerry’s Vision Quest, led by our own Jim Marsden and Jade Sherer, whom you’ll meet on this special episode of the podcast, was a pivotal moment for him. (In fact, it’s Jerry who cries in this episode.) So when our heart started beating fast and our palms got sweaty as we talked about designing a Vision-Quest-type-Bootcamp for startup leaders, we leaned.

In this episode, Jerry, Jim, and Jade talk about the power and opportunity of time on the land, how Jerry’s own experience on a vision quest, which was guided by Jim and Jade, and why a quest could change your own awareness forever. If it terrifies you, you are ready… Trust us.


10 participants will be led by Reboot’s Jim Marsden and Jade Sherer, who’ve been guiding quests for more than 30 years combined, through a rigorous yet restorative eight-day adventure. This program is limited to 10 participants.


This is an 8-day program running September 18th through September 25th. Program includes an optional 3 day fast with 2 day solo time. Time on the land will be bookended by time at Earthstar Retreat Center in Norwood, CO.


Like the “vision quest” of many indigenous cultures, this contemporary approach is rooted in dedicated time in wild nature and we’ve chosen a gorgeous, wild location near majestic, Telluride, CO.


The cost is $5000 includes and includes the following:

  • All meals from arrival to departure
  • Retreat center accommodations
  • Guide fees and permits



** Two spots still available. ** Participants will be invoiced upon acceptance into the program. Cancellations made after September 1 will not be refunded. If you have questions about the quest, reach out to and