Jerry Colonna
Co-Founder & CEO @ Reboot.io
CEO of Reboot.io, executive coach to CEOs and founders. Author of Reboot.
“How have I been complicit in creating the conditions I say I don’t want?, covering product design, team leadership, and consumer products.”
Career History
| Company | Role | Years |
|---|---|---|
| Reboot.io | Co-Founder & CEO | 2014-present |
| Independent | Executive Coach | 2007-2014 |
| JPMorgan Partners | Partner | ~2002-2007 |
| Flatiron Partners | Co-Founder & Partner | 1996-~2001 |
| CMG@Ventures | Founding Partner | 1995-1996 |
Episodes (1)
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Quotable Clips
“Well, thanks for having me, Lenny. It's really a delight to meet you and to be with you today.”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“The question that I often ask is how have I been complicit in creating the conditions I say I don't want? And if it's helpful, let me break down the question a little bit.”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“Okay, so stay in that spot for a moment. So imagine, and I don't know that this is true, but I can imagine that there's a little whispery voice in your head that's always there that says, "Lenny, you'...”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“So what if you just approached the project as if it was an art project? I think it's going to show up this way. What if it turns out it's wrong? What if it's this? What if it's that? And your sense of...”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“Right. It became successful, meaning you developed an audience, meaning you developed a following.”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“And then you developed an income, and then the stakes went up, and then all of a sudden, my heart, the anxiety.”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“Because my life would fall apart if I let it fall apart.”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“Right, right, right. I don't know how I feel about getting parenting advice from TikTok, but okay.”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“Yeah, and other things. That's right. That's right.”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)
“When the student is ready, the teacher will appear. You are inviting it in, but keep going.”
How have I been complicit in creating the conditions I say I don’t want? | Jerry Colonna (CEO of Reboot, executive coach, former VC)