We are glad you’re here.

We believe that in our work lies the possibility of the full realization of human potential. Work doesn’t have to destroy us. Work can be the way we achieve our fullest selves.

Know you're not alone. Join the conversation.

Our System

Practical Skills

+ Radical Self Inquiry

+ Shared Experiences

= Enhanced Leadership + Greater Resilience

This formula is behind all that we do. We’ve designed our offerings to reboot your leadership whether you’re a CEO, founder, c-suite or employee.

Together, our offerings are a complete foundation for what it means to emerge as a leader. We offer coaching, 360 degree performance reviews, bootcamps, co-founder bootcamps, peer groups, internal trainings and organizational change management for your company, and plenty of rich resources for entrepreneurs, such as our podcast.

Ready to go deeper? Let’s get started.

Our Services

Our Results

  • “Reboot has been one of Etsy’s most important business partners as we’ve grown over the past years from a scrappy startup to a more mature public company. From executive coaching to org design, the coaches at Reboot have worked alongside Etsy’s management team at key moments in our evolution. They are uniquely able to combine a keen sense of business strategy with humane acknowledgement of the spiritual/emotional dimension of work. To put it simply, Reboot gives you the tools to build great leaders and a great company.”

    Chad Dickerson

    Chad Dickerson

    CEO of Etsy

  • “I think a great CEO coach can be awesome and not-great CEO coach can be very detrimental. Jerry Colonna is the best CEO coach I’ve ever met or worked with. Reboot is the best organization for supporting entrepreneurs in all aspects of the entrepreneurial journey.”

    Brad Feld

    Brad Feld

    Foundry Group

  • “The Reboot 360 process is amazing. The clarity and honesty of this is excellent. As a board member, these are the best 360 performance reports I've seen.”

    Fred Wilson

    Fred Wilson

    Union Square Ventures

Case Studies

  • In 2011, Yesware founder and CEO Matthew Bellows found himself in an exciting but daunting position. The company, started a year earlier in Boston, was designed to help salespeople and sales managers work more efficiently. Yesware was freshly backed with top-tier venture capital and had tremendous potential before them.

    Amidst the excitement, Matthew was seized with fear. What if he and Yesware squandered all this potential? What if the company didn’t take advantage of this opportunity?

    Matthew Bellows

    Matthew Bellows

    CEO of Yesware

Reboot Team

Since we began, we’ve set out to do “good work, done well, for the right reasons,” and inspire others to do the same. It’s always an honor to be a guide on our clients’ paths towards enhanced leadership and greater resiliency. That journey requires the practical skills needed to do the job, radical self-inquiry to understand what we’re really up to, and the sharing of the experiences to know we’re not alone.

In all that we do we remain true to what we call “The Conversation;” the dialogue we all must have around our existential relationship with work. All our work takes root in that place where one enters the dialog between self and work, life and purpose.