CEOs in Transition

Groups are launched quarterly, and membership is offered to the first six qualified and curated members.

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Groups are launched quarterly, and membership is offered to the first six qualified and curated members.

Change always brings challenges. But leaving behind the role of CEO in a startup (especially one you co-founded) can be particularly hard. Even when you’re convinced it’s the right decision, stepping down from a position that carries influence, prestige, and the opportunity for impact will naturally challenge your ego in any number of ways. And then there are the deeper questions of identity that come up… “Who am I if I’m not CEO of this company?”

If you’re a CEO who has recently stepped down, or if you’re currently a CEO sensing a change on the horizon, this group may be for you.

Join two Reboot facilitators with deep experience supporting those undergoing transition and five peers who are in similar places for a journey inward to explore questions like:

  • What is ending for me? What am I leaving behind?
  • What am I longing for?
  • What new beginning is wanting to be born?

To apply for this group, you should:

  • Be a startup CEO who has recently stepped down or shifted roles, OR be a startup CEO who senses a potential change on the horizon
  • Be able to commit to regular attendance 
  • Come with enthusiasm, curiosity, and a willingness be vulnerable and to help others
  • Group will meet twice per month on the 2nd & 4th Tuesday – 9-10:30am PST | 12-1:30pm EST

Group meets virtually (video conference), twice a month, for 1.5 hours each meeting.


Participation costs $500/month.

Ready to Become a Reboot Circle Member?

Apply for Membership

A Reboot Facilitator will contact you within 48 hours to determine next steps.

Meet Your Facilitator

Intensely interested in the human experience, Jim guides individuals and organizations through transitions while stepping more fully into their lives. He’s keen to help entrepreneurs and start-up organizations discover their own authentic expression of leadership and the meaningful contributions that come from it. Jim has extensive cross-cultural experience and has worked in settings around the globe. As a speaker and workshop facilitator, he is engaging on topics of leadership, innovation, design thinking and transformative change and has presented in a variety of gatherings and venues including MIT, Yale University, Michigan State University, Berkeley’s Haas School of Business and a variety of community and professional settings.

Jim is a Senior Fellow of the Presencing Institute, offering training and assistance in the application of Theory U – a methodology of transformative change. He is also a teacher of Authentic Leadership and advisor for the new Authentic Leadership Center at Naropa University. Jim has led programs for and is a former governing council member for the Authentic Leadership in Action Institute, is an advisor to Michigan State University’s Doctor of Educational Leadership program, has been a guide with the Animas Valley Institute for over 10 years, and currently co-guides the annual quest for Naropa’s Masters in Wilderness Therapy candidates.

Jade Sherer has devoted her life to showing up to support others as they navigate the small and large transitions of their lives. For more than twenty years she has guided others in nature-based transformational processes and ceremonies and has been a mentor to hundreds of people as they have listened for what is next in their lives and how they might they bring their integrity and authentic genius alive and accessible for the world. Jade’s heartful attunement, sensitivity, and intuitive wisdom drove her to naturally become a sort of tracker between worlds…opening terrains of mystery for the ones she works with.

Jade is currently coaching, and creating and facilitating custom programs for audiences around the world from philanthropists to students to women over 50. She guided at Animas Valley Institute for 15 years and went on to initiate and train new guides there. She is a graduate of UCSC and a founder of a green cemetery. At this time on earth, she sees soul-based collaboration combined with mindful self-reflection as crucial to growing community, justice, commerce and planetary care.