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…
“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.”
After working in a variety of startups and a life-time of soul-based explorations, Ali helped bring forth Reboot.io in 2014 when she co-founded the company. She knows the ways of soul, savvy, and magic and she has brought those deep skills and her big heart into her work as COO of Reboot. In that role, she executes and manifests deftly, with clarity and grace. More, too, as a coach, she moves with ease from ally to challenger to guide. Her superpower is getting her clients (and her colleagues) to tap into their innermost being, their source of creativity and innovation, in order to bear the rigors of work/life existential challenges. And, all the while, making you laugh from the very core of your belly.
She knows that regardless of what you’re going through, 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. She helps clients hear the clarity of their own voice and trust their inner knowing so that they can then align their life with purpose and lead from that place. So that you can manifest what it is you are here to do in this lifetime. Creating humane workplaces of safety and connection is an inside job that begins within each of us.
Ali seamlessly and deftly weaves together 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 so that they can find themselves. She draws on her more than a dozen years in business as an operator managing projects, teams, and human resources, and developing brands. Before Reboot, she worked with Jerry Colonna to create the life-changing CEO & Founder Bootcamps in the US and abroad.
With a Masters degree in religious studies from the University of Colorado at Boulder, Ali has studied Transformational NLP at NLP Marin, completed the facilitator program at the Center for Collaborative Awareness, and is a certified EQUUS Experience Facilitator in Equine Facilitated Coaching. She is an avid horsewoman. Her popular newsletters on ‘The Art of Being Human at Work’ live primarily at the Reboot Blog but have also been published by spirituality and meaning experience called OnBeing.
“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.
“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 Reboot.io. 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.
“As leaders, we are a product of our distinct set of experiences, values and obstacles. Lasting change and organizational impact is created when you have the space & support to examine yourself fully in the context of your role as a leader.”
Jeff Riddle coaches high-performing leaders through periods of introspection and evolution. Clients include CEOs/founders of venture-backed start-ups through acquisition, leaders at companies like Facebook, and individuals from all around the world seeking deeply personal guidance. From interpersonal relationships to leadership skills, from optimizing performance to career satisfaction, the work takes different forms. In the end, the result is dramatic transformation of your sense of self and relationship with the world around you both professionally and personally.
After immersing himself in the startup world in both Manhattan and San Francisco, Jeff now lives in the midwest where he is happily married and devoted to his two young children. In his spare time, he is an avid runner, chef, and musician.
“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.”
Jerry Colonna is the CEO, and co-founder, of Reboot.io, an executive coaching and leadership development firm whose coaches and facilitators are committed to the notion that better humans make better leaders. For nearly 20 years, he has used the knowledge gained as an investor, an executive, and a board member for more than 100 organizations to help entrepreneurs and others to lead with humanity, resilience, and equanimity. Previous to his career as a coach he was a partner with JPMorgan Partners (JPMP), the private equity arm of JP Morgan Chase. He joined JPMP from Flatiron Partners, which he launched 1996 with partner, Fred Wilson. Flatiron became one of the most successful, early-stage investment programs in the New York City area. He lives in Boulder, Colorado.
For a More Formal Bio, click here.
Reboot ’s co-founder and CEO Jerry Colonna is a certified professional coach, who draws on a wide variety of experiences to help clients design a more conscious life and make needed changes to improve their performance and satisfaction. He established his coaching practice in 2007. Prior to this work, Colonna was a venture capitalist focused on investing in early-stage technology-related startups.
In 2002, Colonna became a partner with J.P. Morgan Partners (JPMP), which was the private-equity arm of J.P. Morgan Chase, where he co-led the firm’s investments in technology and media.
He joined JPMP from Flatiron Partners. With his partner, Fred Wilson, Colonna launched Flatiron in August 1996. Flatiron became one of the most successful, early-stage investment programs.
Colonna joined his first venture firm, CMG@Ventures L.P. in February 1995 as a founding partner. CMG@Ventures was the first “Internet-specific” venture firm. Prior to joining @Ventures, Colonna worked for ten years for CMP Media Inc. From 1985 to 1993, he served in a variety of roles at InformationWeek, including a three-year stint as its Editor.
Colonna also serves as Chair of the Board of Trustees at Naropa University. Naropa University the only accredited Buddhist-inspired university in North America.
He also serves on the Board of Trustees at the Tibetan Village Project, a not-for-profit, non-political organization dedicated to creating sustainable livelihoods for Tibetans through social entrepreneurship and educational opportunities.
He is also a director at the Good Work Institute, whose mission is to educate and connect a network of local community members and actively support their collaborative efforts to regenerate their places.
The recipient of numerous awards and a compelling speaker on topics ranging from leadership to starting businesses, Colonna has been named to Forbes ASAP’s list of the best VCs and Worth’s list of the 25 most generous young Americans. A graduate of Queens College, Colonna lives in Boulder, Colo.
“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.
“It’s from our vulnerability and awareness that we become the leaders life asks us to be. When we face those challenges with our eyes open, magic happens.”
Jamie champions ideas worth doing and the people behind them. She helps leaders find what they need and develop the persistence to get there.
As a previous executive and co-founder, Jamie is attuned to the challenges faced by her clients. Having operated in environments that demand creative excellence, she brings creativity and practicality into her work as a coach and facilitator.
Jamie is a trained Co-Active coach. Her work stems from an 18-year career in both the for-profit and non-profit sectors, focusing on communication, strategy, creativity, and human development. Her clients included The United Nations, TED, LEGO, Nike, and Google.
Jamie was born in Vancouver, Canada into a Korean and Japanese household. She has lived around the world, speaks four languages and is fortunate to draw from many cultural experiences.
“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.