Reboot Your Leadership.
Reboot Your Life.

Experience one of our life-changing bootcamps for leaders. Leave with a greater awareness of your personal leadership habits as well as a customized strategy for being the leader you want to be and a network of peers that you can rely on. As one participant said, “It fundamentally changed the trajectory of myself and my business.”

 

Know that you're not alone. Learn more about our Bootcamps.

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Bootcamps

"I arrived at Reunion Bootcamp feeling physically unwell and emotionally drained. But what unfolded over the next few days was nothing short of transformative. Through shared experiences, deep conversations, and unexpected connections, I found strength, healing, and a renewed sense of purpose. Reboot has set a new standard for retreats, and I'm eternally grateful for the opportunity to have been a part of it."

Avery Swartz

“Bootcamp gave me the opportunity to go deep with a group of people who truly understood my challenges – both personally and professionally. The experience not only put me on more solid ground as a leader, but it gave me the gift of an incredibly diverse group of trusted and empathetic friends to rely on and support as we continue our journeys. It was a transformative and life changing experience that I recommend for any startup leader no matter your past experience or the scale and scope of your business.”

Julia Austin

“I went to the bootcamp to improve my leadership style, but I improved my life instead. The bootcamp is that great and worth every penny. A life-transforming experience.”

Amir Salihefendic

"I arrived at Reunion Bootcamp feeling physically unwell and emotionally drained. But what unfolded over the next few days was nothing short of transformative. Through shared experiences, deep conversations, and unexpected connections, I found strength, healing, and a renewed sense of purpose. Reboot has set a new standard for retreats, and I'm eternally grateful for the opportunity to have been a part of it."

Avery Swartz

“Bootcamp gave me the opportunity to go deep with a group of people who truly understood my challenges – both personally and professionally. The experience not only put me on more solid ground as a leader, but it gave me the gift of an incredibly diverse group of trusted and empathetic friends to rely on and support as we continue our journeys. It was a transformative and life changing experience that I recommend for any startup leader no matter your past experience or the scale and scope of your business.”

Julia Austin

“I went to the bootcamp to improve my leadership style, but I improved my life instead. The bootcamp is that great and worth every penny. A life-transforming experience.”

Amir Salihefendic

You’re kicking ass, but being the leader of a startup is f*cking hard. It can be lonely. Long hours. Constant demands. Never-ending -unforgiving -to-do lists. And no manual. This is why we created the Leadership Bootcamp. Since then, we’ve expanded our Bootcamp menu to include a Co-founder Bootcamp, a VC Bootcamp, and a Reunion Bootcamp.

Join the Reboot Team and immerse yourself in the complexity and vulnerability of being a leader and founder with up to 15 other smart and courageous entrepreneurs. Bootcamps are both rigorous and relaxing. They blend practical skills, radical self-inquiry and shared experiences to enhance leadership and resiliency. You will leave with greater awareness of your leadership habits as well as a customized strategy for being the leader you want to be and a network of peers that you can rely on.

“Are you kidding me?” you might be saying to yourself. “Spend four days away from my company, away from my family, away from my inbox to look deeply into my own heart and figure out who I am as a leader? I don’t have time for this. I have work to do.”

Right. Keep telling yourself that. Keep telling yourself you’re too busy working to figure out why you’re so “busy,” who you need to be as a leader, and what you’d like your company to be.

Perhaps, when you wake in the middle of the night to respond to that “urgent” Slack notification, you can figure out where the company is headed.

One of the traditions at the Reboot boot camps is to cut through our own bullshit. Early on, we create the safety for people to stop the nonsense–to look squarely at the truth of who they are and what the company is. We call this our This Being So, So What? Moment. We then, finally, explore what it is we’re up to so that the choices we make are conscious.

But the gift of doing so is the unleashing of a great capacity. At Reboot, we call that your superpower. Accessing that superpower not only unlocks the creative genius within our company but frees you to find the resiliency within.

For, in the end, that is the goal of our Bootcamps: to show you that you already have the capability to withstand the storms of your lives. You simply need to access it. In doing so, the leader within emerges, with grace and fierce resolve.

ELIGIBILITY

You are a leader, CEO, or founder of a startup that has employees.

You may have held your leadership seat before, but you’re facing new challenges.

You’ve logged immeasurable hours and have made tremendous sacrifices.

You’ve had some success with your company. You realize there is more to this game than “success.”

You may be tired, but you must be vulnerable, curious, and courageous.

eligibility2

AS SEEN IN

“There are no words I can give you that will do justice to the profound changes that Bootcamp will induce in you. Bootcamp is a salutary pause in a life of speed and busyness that allowed me to reconnect with myself and others.”

Fred Destin

Fred Destin

Investor, Accel

“For the first time in a long time, I am at peace. I know what I need to do, and more importantly I know why I’m doing it. Everything else is just execution.”

Dave Mao

Dave Mao

Managing Partner, Come Up Capital

“Allow yourself to be submersed in a weekend of vulnerability, accountability, friendship and a keen sense of purpose. Your leadership skills will be stronger and you will live with intent after reflecting on how your special talents in the VC world will make you a better investor/advisor/mentor/board member but more important, a better person.”

Grace Belangia

Grace Belangia

Sand Hill Endeavors

“I was absolutely blown away by the love, compassion and camaraderie I experienced from and with my fellow bootcampers and from the Reboot team. “

Elaine Stead

Elaine Stead

Head of Venture Capital, Blue Sky

“This was one of the most incredible experiences of my life, one that I will hold dear, forever. I leave a better investor, board member, boss, colleague, father, husband, and friend. A better man.”

David Goldberg

David Goldberg

Principal, Corigin Ventures

“… the magic comes not from any particular exercises or tools, it comes from the people involved. The Reboot team possesses an otherworldly talent for coaxing authenticity and truth out of people. They can even coax truths out of people who, like myself, have been lying to themselves for years.”

Jacob Chapman

Jacob Chapman

VC, Gelt Venture Capital

“Bootcamp helped me answer a stunningly difficult question: what behaviors or beliefs have gotten me to this point in my life but are no longer serving me? I believe my resulting resolutions will make me a better partner and husband.”

Jake Saper

Jake Saper

Partner at Emergence Capital

“For a founder or investor looking to perform at your peak, you need to know and identify your limiting beliefs. Any unresolved emotions create knots in the flow to your potential. Reboot Bootcamp is the place to examine your limiting beliefs and untie the emotional knots. Reboot provides a peer group that you need to jump to the next orbit.”

Thiyagarajan Maruthavanan (Rajan)

Thiyagarajan Maruthavanan (Rajan)

Partner, Upekkha - Value Saas Catalyst

“My experience at Bootcamp was transformative on so many levels, 6 months later I am still unwrapping and having new fundamental insights about myself and how I interact not just with my company, but with the world around me. The entire Bootcamp team and content is there for one purpose, to give those of us that embark on this crazy, unrelenting, all-consuming, amazing and at times painful journey, a place to reflect, take stock and take a breath in a safe, supportive and quiet place. I miss all of them and the farm and can’t wait to find another excuse to get back there. My last comment, if you’re searching and you’re reading this, go”.

Craig Bandes

Craig Bandes

President & CEO of Pixelligent Technologies

“I am blown away by what an impact it has had on me both personally and professionally. Bootcamp gave me a structure to look inward at issues I didn’t even realize I had, and when I came into contact with those issues, it unleashed a flood of hidden pent-up stress and blockage. Bootcamp also gave me a safe place to explore those issues, free of judgement. I find myself feeling freer than I have in a long time and excited to keep my own exploration going. I’m more grounded at work, I’m more present at home, and I’m more at peace with myself. If this is the tip of the iceberg, I can’t wait to dive deeper.”

Nicole Glaros

Nicole Glaros

Chief Innovation Officer at Techstars

“‘Radical self-inquiry’ is something I can’t really get enough of as a CEO. Reboot Bootcamp provides me with a framework that I can use every day, to better understand myself and how I interact with others. It’s had a profound impact on my life.”

Nick Francis

Nick Francis

CEO of Help Scout

“Bootcamp is an opportunity to step back, honestly look in the mirror and understand oneself better. This has made me a better investor, but more importantly a better person​. I made some of the deepest connections with my VC peers over 3 days at bootcamp that I have made in my 6.5 years in venture​.​”​​​

Brendan Dickinson

Brendan Dickinson

Partner, Canaan Partners

“I went to the bootcamp to improve my leadership style, but I improved my life instead. The bootcamp is that great and worth every penny. A life-transforming experience.”

Amir Salihefendic

Amir Salihefendic

CEO at Doist

“Bootcamp gave me the opportunity to go deep with a group of people who truly understood my challenges – both personally and professionally. The experience not only put me on more solid ground as a leader, but it gave me the gift of an incredibly diverse group of trusted and empathetic friends to rely on and support as we continue our journeys. It was a transformative and life changing experience that I recommend for any startup leader no matter your past experience or the scale and scope of your business.”

Julia Austin

Julia Austin

CTO at DigitalOcean

“I expected a powerful experience from the bootcamp but it still shook my core…  The retreat proved to be a transformative journey with far reaching implications.  I bring back with me deep insights and powerful tools to become a better leader and person.”

Alvin Hung

Alvin Hung

CEO of GoAnimate

“Bootcamp helped me redefine my emotional relationship to stress and to the challenges that are just constant and pervasive in building a company. Having that change of relationship was completely reinvigorating. It gave me stamina, resilience and longevity in an industry that is notorious for exhaustion and anxiety. After attending the bootcamp, I became much more grounded and centered in who I am as a CEO, and that’s really important because you can spend a lot of energy and time chasing other models of some CEOs. Now, I know the place from which I make decisions. It’s a much more grounded, comfortable place to be. Bootcamp is absolutely worth your time and money. There’s an added benefit of expanding your community. And, of course, the weekend itself really, really moves you forward in ways that you can’t anticipate.”

Erika Trautman

Erika Trautman

CEO & Founder of Rapt Media

“What I would say to someone who is on the fence about attending bootcamp is you have no idea how much of a slam dunk decision this should be. Nothing helps your business’ chance for success as well as your personal chance for success as much as the bootcamp experience does.”

David Mandell

David Mandell

Co-Founder & CEO of PivotDesk

“Bootcamp was a unique, eye-opening experience. It helped me to better understand the human struggles that come with building a start-up”

Gunnar Froh

Gunnar Froh

Founder & CEO of Wunder Carpool

“The bootcamp is a sacred place and moment. The perfect spot to fight your demons and to know yourself better, but also to realize that you are not alone and there is always someone next to you. For me the weekend was not about being a CEO. It was about how you live your life, how you feel about that and what are going to do to change it.”

Mauricio Silber

Mauricio Silber

COO of Trovit

“The only regret I have is that I didn’t attend sooner. Bootcamp helped me start the journey towards becoming a more self-actualized citizen of the world. I went seeking answers and left with a framework that empowers me to be an enhanced leader and happier person. Not only was it was a worthwhile investment for my company, it was a priceless investment for myself.”

Rob Cromer

Rob Cromer

CEO of Adcade

I can count on one hand the number of truly transformative experiences I’ve had in my life – CEO Bootcamp is on that short list. Jerry, Khalid, and all the other coaches created a safe space and gently guided me down the path of self-discovery. Equally important was the openness – the willingness to risk vulnerability – of the other participants. Honestly, words are inadequate to express the gratitude I feel for the Reboot team and the incredible weekend I was fortunate enough to attend.”

Char Genevier

Char Genevier

co-founder and former CEO of The Cotery

I don’t think you can really put a value on an experience like the CEO Bootcamp. To spend an entire weekend with your peers and some incredible business coaches talking about really important issues and solving problems – that only happens once in a lifetime. I was deeply challenged by the Bootcamp and came away from it as a more effective, more authentic person and leader.”

Alex Raymond

Alex Raymond

CEO of Kapta

“A onceinalifetime experience, the Bootcamp was the perfect combination of experience sharing, practical tips and self inquiry to help you understand what your job really is and how to be a better leader and person. And also many fun and magical moments that made the event truly unforgettable.”

Inaki Ecenarro

Inaki Ecenarro

CEO of Trovit

“It was transformational. The CEO Bootcamp enabled me to look deep inside myself and question who I really am and what kind of leader I want to be. Coming out of the weekend I truly feel that I am on the path to leading from a place of true authenticity, providing me with a feeling of freedom and certainty I have not felt in many, many years.

Paul Reinarz

Paul Reinarz

CEO of Rezora

CEO Bootcamp is an invaluable time to refresh, recharge and reexamine why we run companies. Supported by peers, coaches and the incomparable Jerry Colonna, I emerged after five days very grateful for this incredible program.”

Matthew Bellows

Matthew Bellows

CEO of Yesware

The few days I spent at bootcamp have transformed who I am as a person. I was nearly put off by the talk on the website of meditation and yoga, but this only added to the incredible experience. After the retreat I feel more resilient and better equipped to face the daily challenges of being a CEO. I cannot recommend it highly enough.

Duncan Morris

Duncan Morris

CEO of Distilled

“My experience with Reboot.io was transformative.  It gave me great clarity for my purpose, not just in my business, but in my life.  CEO Bootcamp is not just good for one’s business, it’s good for one’s soul.”

Bart Lorang

Bart Lorang

CEO of FullContact

Bootcamp is a safe space to do the inner work that helps me get to know myself better. With that, I am able to lead from my heart, find more meaning in my work, and live my life more fully.

Greg Tseng

Greg Tseng

former CEO of if(we)

“I both love the thrill of building my business and am challenged by the strains of doing so. The CEO Bootcamp posed a vision of how I can overcome my personal challenges, drive my company’s success and make the impact I want to make on the world all through a single, aligned motion based on authenticity. And the internalization of that vision is then charged by the energy of 20 CEO’s together opening up to one another around these challenges. My hope is that the experience has put me on a new path around which I plan to build my personal and professional achievements over the coming years.”

Toby Murdock

Toby Murdock

CEO of Kapost

“It was truly an honor to be a part of an amazing and magical CEO Bootcamp, and I would enthusiastically endorse the camp and the coaches to any CEO in the heart of “The Struggle”. Working together with with a thoughtful, compassionate, and diverse set of CEOs to tackle some of the most difficult challenges we face was one of the most amazing experiences of my business life. My only regret is that it ended so soon: it left me wishing I could go back again and again!”

Alex UrevickAckelsberg

Alex UrevickAckelsberg

CEO of Zivtech

“The CEO Bootcamp retreat was totally life-changing. Not just work-changing. Life-changing.

Evan Rudall

Evan Rudall

former CEO of Zearn

“As I entered CEO Bootcamp I didn’t know what to expect. I found myself immersed in self discovery connecting with Jerry and the conference leaders on a deep level. While sharing experiences with like minded leaders I found myself becoming the CEO I thought I was in the beginning. CEO Bootcamp was a great investment and it’s value will live far beyond the week in the Colorado Mountains.

Joe Chura

Joe Chura

CEO of Launch Digital Marketing