How to Survive Being a Startup CEO

Registration is Open for the Summer Bootcamp in Tuscany

You’re kicking ass, but being the CEO 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 Jerry created the CEO Bootcamp.

This summer – June 4-8 – join us in Tuscany (Italy!) and immerse yourself in the complexity and vulnerability of being a CEO with 14 other smart and courageous entrepreneurs from around the globe. CEO Bootcamp will be a mix of pragmatic wisdom from Jerry, poolside talks, hikes, meditation, shared meals and lots of honest conversation. You will leave with 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. Bootcamp will be both rigorous and relaxing. Learn more…

Registration open through April 20, 2014. (Closes at Midnight, MST.)

Apply Here

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The Details



You + 14 other CEOs will be led by Jerry Colonna, Sam Elmore, Michael Rich and Ali Schultz through a rigorous yet restorative weekend in Italy.


June 4-8, 2014. Wednesday evening through Sunday afternoon.


Boschi di Montecalvi, a private Tuscan villa perched on the hills of Maremma in the middle of a large unspoiled natural park. Retreat includes a trip to Medieval town of Suvereto, Etruscan Thermal Pools.

How Much

$8500. Includes shuttle service to/from Boschi di Montecalvi and the Pisa Airport, lodging for 4 nights, meals and activities during the retreat.

Meet the Founders of CEO Reboot

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." spacing
jerry-2 Jerry Colonna
I am committed to helping people live undivided, embodied lives. I have come to believe that work is an ideal context for personal and spiritual growth. I leverage the workplace as a context for transformation. It is magic to witness teams be open hearted, honest, playful and still get a ton of sh*t done."
sam Sam Elmore
To be fully human in a very digital age is the key to conscious startups. There is a better way to be at work in which we’re connected to our truest selves and really lit up with a sense of joy. I call it ‘business unusual,’ where our work flows with ease, not stress, in accordance with our inner wisdom. There’s an ache for this in the workplace today."
ali Ali Schultz
I am most passionate about tapping into the potential I believe exists in all people behind the stress and confusion of our frantic lives. I have a life­long interest in our humanity, what is meaningful to us, and how we live well. This has evolved into my professional interest in bringing the fruit of that inquiry to the workplace."
micheal Michael Rich