Reboot Coaches & Team Experience Facilitators

We believe that helping clients develop the managerial skills necessary to do the job is important but not enough to create the transformation they are seeking. To be a leader, they must also cultivate a fearless willingness to look deeply through self-inquiry.


In keeping with Reboot’s approach of blending Practical Skills with Radical Self-Inquiry, Reboot coaches each bring their own unique mix of those two elements. We all share a relentless commitment to helping you find both operational excellence and transformative self-awareness. Indeed, we believe those two things are inseparable. More specifically, a Reboot coach is…

  • Someone who truly believes the opportunity of realizing the fullest human potential lies in using work to do our own work as people.
  • Constantly using our work, the work we do in our company, the work we do with our clients, the work we do in our lives, to continue our own growth and development.
  • Immersed and connected to leaders in high growth organizations, both in terms of our own work experience, but even more so in the client work we do every day.
  • Someone who doesn’t believe there is a right way for you to be in your role except for you to find your right way.

If we don’t work on our stuff, our stuff will work on us. It will run our lives–and show up in our offices and relationships–until we take the reins of responsibility for our own well-being.

Soul, savvy, magic, heart. These are the ways Ali moves in the world.

In 2014, after years of work in a variety of startups and a lifetime of soul-based explorations, Ali co-founded As co-founder and coach, Ali weaves her business acumen with the innate wisdom of the body, the philosophies of the world’s wisdom traditions, and the “way of the horse” to help clients find their voice in service of finding themselves.

A visionary in the leadership development space, Ali cut her teeth in the early 2000s in the Boulder startup scene where she worked as an operator managing projects, teams, and human resources, and developing brands. In 2013, she and Jerry Colonna partnered to create life-changing CEO and Founder Bootcamps, both in the US and abroad. This acted as a catalyst and laid the foundation for the work that would become Reboot.

Ali is driven by the conviction that creating humane workplaces of safety and connection is an inside job that begins within each of us. Core to her work is the belief that whatever situation you’re in, the most important conversation you can have is the one with your own heart, and the most important relationship you have is the one you have with yourself.

As a coach, she moves with grace and ease from ally to challenger to guide. Her superpower? Getting you to tap into your innermost being, your source of creativity and innovation, in order to bear the rigors of work/life existential challenges — all the while, making you laugh from the very core of your belly.

Through her work, clients hear the clarity of their own voice and learn to trust their inner knowing so that they can then align their life with purpose and lead from that deep place.

Ready to manifest what it is you are here to do in this lifetime?

Ali earned her Master’s degree in Religious Studies from the University of Colorado at Boulder, studied Transformational NLP at NLP Marin, and completed the facilitator program at the Center for Collaborative Awareness. An avid horsewoman, she is also a certified EQUUS Experience Facilitator in Equine Facilitated Coaching. You can find her writing on ‘The Art of Being Human at Work’ on the Reboot Blog.

“I am passionate about recovering the lost art of listening well. In this culture of “telling” we are driven to make assertions, give opinions, and push messages. Yet humble inquiry is the gateway to true learning. And listening well to another human being is a sacred gift–one that can help bring about transformation in our relationships and in our organizations.”

Andy is an executive coach, group facilitator, and trainer. He leads Reboot’s internal training and development efforts to support our roster of coaches in their own growth toward mastery and finds his sweet spot balancing direct client work with “building the machine” that is Reboot. In addition to playing an instrumental role designing many of Reboot’s programs and offerings (including Circles, 360s, and Team Experiences), Andy has supported individual leaders and teams at many high growth tech companies (including globally distributed orgs and post-IPO firms). He has a special place in his heart for People Ops leaders and early stage CEOs.

Andy has wide-ranging experience as an educator, pastor, startup leader, and as an instructional designer crafting courses for Fortune 500 companies–the common thread through it all has been a devotion to supporting individuals and groups toward growth, authenticity, and effectiveness. He holds a BA in English and a Masters in Education and is a certified coach and NLP practitioner.


“Our most challenging moments as leaders can illuminate the path ahead for ourselves and for our companies, when we meet them with deep inquiry and a courageously open heart.

With executive leadership experience and nearly three decades as a coach, facilitator, and therapist, Carl Baccellieri meets leaders in a rare conversational space of presence, self-inquiry, and transformation. With an intimate and down-to-earth approach, his superpower lies in clarifying the most desired future his clients are reaching for, while also supporting their moment-to-moment awareness of how that future becomes a reality in the here and now -and what gets in the way. Carl figures that the startup spirit can extend all the way into the audacity of designing a world that supports all humans living their most expressed and meaningful lives – including ourselves!

Carl holds a master’s degree in Contemplative Psychotherapy, post-masters certification in Transformational NLP, and over 10 years of experience coaching within the emerging field of Acceptance and Commitment Training. He lives outside Santa Fe, NM where he stewards a four-acre acequia-fed farm and orchard, invites travelers to sit for tea, and enjoys riding his mountain bike into the endless expanse of the painted desert.

“The one who is willing to walk courageously on the path of leadership is undertaking the journey of a lifetime. It is challenging, heart-opening, and profoundly fulfilling. How we choose to navigate this labyrinth is where we find out who we are and what it is possible to create.”

Chrystal is an executive coach and facilitator. Drawing from a 20-year career in forensic science, she is skilled at helping clients uncover and work with both systems and what lies within. She is a keen listener, balancing the curiosity of a scientist with compassionate connection. 

Chrystal brings solid experience in public service leadership–performing high-stakes work, building and leading powerful teams, and managing organizational transitions. From this perspective, she believes in supporting leaders to discover their inner resourcefulness and operate from their own center as the foundation to create resilient organizations. She knows that the journey of a leader can be a deeply rewarding adventure: a process that allows clients to get to know themselves in uncharted ways, again and again, if they are willing to take the leap. The results: an honest and embodied participation in life and work, bringing out our unique gifts as the purest expression of ourselves.

Chrystal is a trained Presence-Based® coach and she lives with her family in the Pacific NW.

“The form of your life is designed. By you. The process of revealing the seemingly invisible structures that support the form is a profound journey connecting you to the wonderfully meaningful desires you have for yourself and the world. Every day is another opportunity to re-design how you show up on the journey, every day becoming more and more you.”

Chris is an executive coach, licensed architect and passionate listener. His training as both a designer and coach informs how he works with clients by endeavoring to understand and hold where they are as valid, which provides a safe place to create what they most want in their personal and professional lives. For his entire career he has been engaging groups and individuals to craft sustainable solutions that are thoughtful and unapologetically beautiful. Chris believes that we are constantly in a state of transformation and learning, he holds a Post-Graduate degree in Alternative Design from Archeworks and a Master Practitioner certification from NLP Marin.

“We all have aspirations, things we want to achieve. I believe the true formula to achieving our goals is already within us, but is often buried under the burden of our daily lives. I am truly privileged to help people unlock the wisdom that they already possess, and define their own unique path to success.”

Courtney has been a coach for over a decade and has coached a wide range of clients, from first-time jobholders to late-professionals. Prior to Reboot, her coaching work was mostly at large companies such as Yahoo and Google – but now she enjoys her focus on coaching leaders at high growth fast-paced startups.

Courtney is a trained Co-Active coach. Her process starts with a deep exploration of issues to fully understand what is at stake — uncovering and peeling back all of the layers. She is particularly skilled at uncovering blind spots, things that may be blocking you, and talking about the hard things. Her clients walk away with the confidence, self-awareness, and pragmatic approaches needed to be more effective leaders. Clients say they appreciate her no-nonsense, direct, and (occasionally) irreverent style. They also appreciate her light-hearted sense of humor.

In addition to being a coach, Courtney also manages the 360 Review program at Reboot.

Prior to coaching, Courtney worked for 15 years in the fields of technology and sports marketing and has held leadership roles at various startups. Her strong understanding of corporate dynamics allows her to coach leaders within challenging, fast-paced environments.

Courtney is originally from California, attended UCLA, and currently lives in the East Bay Area. In her spare time, she is an avid sports fan, a runner/hiker, and loves to spend time outdoors. Her two kids keep her very busy. She has a passion for all things music — attending countless shows and also more recently playing guitar, singing, and performing at local venues.

“Helping others find the opportunity – for joy, excitement, beauty – and growth within the wild roller coaster ride of entrepreneurship fuels my passion for this work. After all, the goal isn’t to avoid the bumps, it’s to keep our eyes open and our hands up.”

Dan Putt is an entrepreneur and Director of Engagement for As a four-time founder, Dan understands the ups, downs and terrifying free falls that accompany the startup life. Dan strives to help others bring their best, most full self to every moment. He believes that on the roller coaster ride of entrepreneurship, the goal is not to avoid the bumps, it’s to keep our eyes open and our hands up. Dan holds a degree in marketing from Ohio State University and is an ICF certified coach.

“I am passionate about helping leaders achieve peak performance and well-being.”

As an experienced executive coach with over 10 years of dedicated practice, Jeff Riddle is committed to empowering leaders to reach their full potential and lead with purpose. As a former athlete, his passion lies in facilitating transformational journeys for individuals and teams with an emphasis on peak performance and well-being. His clients include leaders from a diverse set of industries, company stages, and countries all committed to getting the absolute best of themselves and their organizations. Jeff resides in northern Michigan with his family where he is an avid golfer, fitness enthusiast, and youth sports coach.

“From a place of Authentic Self-expression a true leader unfolds. Connecting to deepening rapport with Self changes Life’s unfolding (forever).”

Jen is an executive & personal coach, group facilitator, and certified NLP Master Practitioner. She passionately assists her clients on their path to a more conscious life, fully stepping into being whole. Many clients comment that Jen’s work is so transformative words simply don’t do it justice.

Jen’s corporate executive & private practice experience spans over 18 years of building high performing teams & individuals. Infinitely willing to meet the client wherever they are on the journey, Jen is confident and authentic in style. She leads through “extreme conflict” with clarity & insight which assists in developing a strong culture to support company values, navigating through challenging mergers/acquisitions and communicating through rapid company growth.

Guided by her strong intuition and deep knowledge of the human experience, Jen gets to the core of what “holds the client back” from living the life they want. One of her most gratifying discoveries working with clients is their enjoyment of the work and the continued growth. Jen thrives on being present to those special “ah ha” moments when the clients connection to themselves and life is forever changed.

“The best way to overcome the inevitable loneliness of life at the top may be to connect and mindfully attend to the process that’s already underway – the unconscious sharing that undergirds every relationship.”

Leadership through radical self-inquiry. This is the driving idea behind the work of Jerry Colonna. For over two decades, he has been dedicated to the proposition that work should be non-violent to the self, non-violent to the community, and non-violent to the planet. 

Jerry is a coach, writer, and speaker who focuses on leadership, business, and the practice of radical self-inquiry. He is the Co-founder and CEO of, a company born from the rallying cry that work does not have to destroy us. Work can be the way in which we achieve our fullest self.

For a More Formal Bio, click here.

A graduate of Queens College, Jerry helps people lead with humanity and equanimity. His unique blend of Buddhism, Jungian therapy, and entrepreneurial know-how has made him a sought-after coach and leader, working with some of the largest firms in the country.

In his work as a coach, he draws on his experience in Venture Capital (VC) as Co-founder of Flatiron Partners, one of the most successful, early-stage investment programs. Later, he was a partner with J.P. Morgan Partners (JPMP), the private equity arm of J.P. Morgan Chase.

As a partner with J.P. Morgan Chase, Jerry launched the Financial Recovery Fund with The Partnership for the City of New York, a $10 million-plus program aimed at creating grants for small businesses impacted by the attacks on the World Trade Center.

Along with a strong commitment to the nonprofit sector, Jerry is the author of two books: REBOOT: Leadership and the Art of Growing Up (2019) and REUNION: Leadership and the Longing to Belong.

Reboot was met with critical acclaim, stirring up a big question in the hearts and minds of people: “How have I been complicit in creating the conditions I say I don’t want?” Jerry’s second book builds on this question, asking us what benefit we get from the conditions we say we don’t want.

Jerry is astounded by the fact that he lives on a farm outside of Boulder, CO near the foothills of the Rockies, and far from the streets of Brooklyn where he was born and raised. He is the father of three amazing humans, each of whom cares deeply about the love, safety, and belonging of others.

“When we’re facing challenges that appear oppressive to our spirit, or thwart our will to achieve, we come to a threshold that, if crossed, can usher us into a new way of seeing ourselves and the world around us. We gain a new stance that we couldn’t think our way into. Leaning into these crossings is to lean into our emerging leadership and humanity.”

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, including roughly 5 years in Italy helping to launch a business within Hewlett Packard. As a speaker and workshop facilitator, he is engaging on topics of leadership, innovation, design thinking, and transformative change and has presented and led experiences 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 former core member of the  Presencing Institute, born from MIT’s Center for Organizational Learning and offering training and assistance in the application of Theory U – a methodology of transformative change. Along with coaching and leading team leadership and organizational development initiatives, Jim is also a wilderness guide. For almost 20 years, Jim has been guiding programs in the wilderness that support human development and informing a very personal and approach to living one’s authentic and fulfilling life. Now offered as the Reboot Quest, this program is a western contemporary approach following common structures of a “vision quest” experience and is annually offered and open to members of the startup community. Jim is a husband, a dad to two wonderful daughters, under service to and providing plenty of love and outdoor time to his dog, Otis, and to a bird, Saphie, who thinks he’s a dog and adores Otis.

“There is much more space within life than we suspect but it’s often hard to access given all our inside and outside noise. This inner ground is, however, the tender territory where we can listen deeply to ourselves and rediscover our innate ability to fulfill what we most yearn for – our life most worth leading. Then the job is getting there.”

Marty guides clients to access their inner resources of awareness, creativity, and confidence so that they become committed to leading from their authentic center. He draws on a rich and varied experience as a business and social entrepreneur, CEO/senior executive, and mindfulness teacher. Marty founded or grew private, nonprofit, and major publicly traded enterprises in diverse sectors including professional services, sustainable design and technologies, environmental performance, retail, and higher education.

Marty speaks, teaches, and consults widely in North America and internationally. He’s served on numerous Boards including an Advisory Board at the Harvard Graduate School of Design, Dalhousie University’s MBA Advisory Board, and as Chair of the Authentic Leadership in Action Institute, Naropa University and the Nova Scotia Round Table on Environment and Sustainable Prosperity. He was selected as a member of the Canada Clean 50, outstanding contributors to sustainable development and clean capitalism. A graduate of ICF Accredited Newfield Coach Training Program, Marty’s career demonstrates that shifts, change, successes, and setbacks are worthy threads in the tapestry of rewarding lives.

“Leadership is an artistic enterprise, creating balance between structure, improvisation, and imagination. The end result is value creation, and to get there leaders must navigate the needs and wants of many stakeholders. The key is for leaders to understand, fundamentally, what kind of value they are creating. What is their intention? From that place of clarity and groundedness, the leader can flourish and make art that has true value.”

Ray is an executive coach, creative entrepreneur, musician, builder, designer, and inventor. He works with entrepreneurs, leaders, and teams who want to make an impact in their companies and in their world.

Ray has spent his career at the intersection of leadership, creativity, and technology. He has had a focus on bootstrapping and lightweight, fast-growing business units. Ray was the CEO and co-founder of an award-winning company concentrated on articulating the voice of brands using music and sound. During that time he worked with diverse clients including Apple, Google, Nike, Pepsi, and many other Fortune 100 brands.

Ray is passionate about corporate culture development and high-performance team management. He also spends a part of his time coaching emerging artists and recent graduates.

“Our otherness is a key that can unlock a doorway of compassion. If you walk through this doorway you will find powerful self-leadership.”

Virginia coaches leaders to bring more of themselves to every situation leadership demands.

She graduated with a Bachelor of Science in software engineering from Virginia Tech and has been building companies ever since. A three-time founder, Virginia’s executive experience spans software to brick and mortar retail. She is a certified coach and uses the breadth of her experience to help her clients creatively confront the challenge of inhabiting the crucible of leadership. 

Her identity plays no small part in her coaching, and she believes a leader’s identity has a big part to play in their leadership. She coaches from the belief that our deeply personal inner work is our leadership foundation. She supports leaders building increasingly supportive organizations for underrepresented people.

After building companies in San Francisco and Los Angeles, Virginia is coaching and living with her family in the Blue Ridge mountains of North Carolina.