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Jerry Colonna
Jerry Colonna

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Published in Reboot: Better Humans Make Better Leaders & Better Leaders Create Humane Workplaces.

·Mar 17, 2020

Dear Reboot: Resilience vs. False Grit

The ultimate definition of resilience is to see that the world is always changing. In our Dear Reboot series, Reboot coaches aim to provide guidance on common leadership dilemmas. If you’d like to submit a question to be considered for our Dear Reboot column, email us here. Dear Jerry, First…

Leadership Coaching

4 min read

Dear Reboot: Resilience vs. False Grit
Dear Reboot: Resilience vs. False Grit
Leadership Coaching

4 min read


Published in Marker

·Feb 3, 2020

How to Stop Procrastinating for Good

An executive seeking time management tips gets deeper advice addressing the root of his problems with procrastination and ‘getting things done’ — In today’s “Operator’s Manual,” I wanted to share an email exchange I had with a client about time management. As I wrote to him below, the core question about time management is whether it serves you to “be behind” on everything you have to do. …

Operators Manual

4 min read

How to Stop Procrastinating for Good
How to Stop Procrastinating for Good
Operators Manual

4 min read


Published in Marker

·Jan 20, 2020

Why the Hell Does My Board Act Like That?

The tension between CEOs and their boards is real, but it doesn’t have to be fatal — The phone rang at the appointed hour. My client, a software company CEO, was calling for his regular session. I picked up the phone: “Hello” “Why the hell does my board act like that?” “Good morning, James,” I answered, and we both laughed. We talked through the upcoming financing. Some…

Work

4 min read

Why the Hell Does My Board Act Like That?
Why the Hell Does My Board Act Like That?
Work

4 min read


Published in Marker

·Jan 6, 2020

Why Work-Life Balance Is Bullshit

There is only one way out of the conundrum of it — I spat out the words with anger that surprised me: “Work-life balance is bullshit.” I was on a call with a reporter looking into doing a piece about the workshop I was delivering in a few weeks. I was at LaGuardia Airport waiting to board a flight to Denver for…

Work Life Balance

3 min read

Why Work-Life Balance Is Bullshit
Why Work-Life Balance Is Bullshit
Work Life Balance

3 min read


Published in Marker

·Dec 17, 2019

Leadership Isn’t About Having the Answers

It is about having the kind of character that allows others to trust in you — I was exhausted. It was the middle of a recent 17-day trip that had been criss-crossing the country — New York, then to San Francisco, then onto Boston — before finally heading home to Boulder. I’d made it to my flight with plenty of time and, after boarding, made my…

Operators Manual

4 min read

Leadership Isn’t About Having the Answers
Leadership Isn’t About Having the Answers
Operators Manual

4 min read


Published in Marker

·Dec 5, 2019

New CEOs Aren’t Silver Bullet Problem Solvers — So Stop Treating Them That Way

No one person can fix everything wrong with a company, so why do boards and investors continue to act like they can? — Maybe it was the stale pastry. Maybe it was the lack of sleep. Whatever it was, though, when I heard my fellow board member say it, I felt like puking. “What we need,” he bloviated, “is a world-class CEO.” There it goes again, I thought, the myth of a new…

Startup

3 min read

New CEOs Aren’t Silver Bullet Problem Solvers–So Stop Treating Them That Way
New CEOs Aren’t Silver Bullet Problem Solvers–So Stop Treating Them That Way
Startup

3 min read


Published in Marker

·Nov 26, 2019

When You’re a Leader, It’s Okay to Be Scared

The opportunity for growth lies in facing down fear and doing the hard thing anyway — Taylor’s discomfort is palpable. “They need to decide what to do,” he says with uncharacteristic energy. He’s angry, frustrated, and, he reminds me, he’s been waiting for them for weeks. His powerlessness is seductive, and I’m drawn in empathically. I sit shoulder to shoulder with him, lamenting their lack of…

Startup

4 min read

When You’re a Leader, It’s Okay to Be Scared
When You’re a Leader, It’s Okay to Be Scared
Startup

4 min read


Published in Marker

·Nov 12, 2019

Firing Is Never Easy

Be honest. Be open. Be willing to face their anger. — “I thought you were avoiding Manhattan this week. You know, the Convention and all.” I’m sitting next to Sam, my 14-year-old, driving him home from the Clearview Cinemas’ Soundview Theater. He’s just seen “Hero” and we’re talking about our plans for the next day. “I have to go to fire…

Firing

5 min read

Firing Is Never Easy
Firing Is Never Easy
Firing

5 min read


Published in Marker

·Oct 17, 2019

Conflict Avoided Is Always Conflict Postponed

A first-time CEO ignored an email challenging a key decision, only to see the call blow up in her face — She flashed the bat signal, looking for help in her usual way: via text. The late-night text was brief but heartbreaking: “Worst day yet. Big fight today.” …

Leadership

5 min read

Conflict Avoided Is Always Conflict Postponed
Conflict Avoided Is Always Conflict Postponed
Leadership

5 min read


Published in Marker

·Oct 1, 2019

How Do I Feel Worthy Enough?

Lessons in power, privilege, and potential from ghosts, ancestors, and paper cranes — The day after 9/11 this year, I found myself headed to a coworking event space, just a few blocks north of the memorial site. I’d stopped to notice the paper cranes carefully placed beside the names of people of Japanese ancestry who’d died in the attacks 18 years ago. …

Operators Manual

5 min read

How Do I Feel Worthy Enough?
How Do I Feel Worthy Enough?
Operators Manual

5 min read

Jerry Colonna

Jerry Colonna

4.5K Followers

CEO of coaching firm Reboot.io and the author of REBOOT: Leadership and the Art of Growing Up. https://www.reboot.io/book

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