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ceos

Being a CEO is one of the loneliest jobs in the world. You carry weight no one else fully understands. The constant decisions. The pressure to have answers. The isolation of being the final word. CEOs face unique challenges, imposter syndrome, burnout, anxiety, identity merged with company success. These aren't signs you're failing. They're signs you're doing hard work that matters. The best CEOs prioritize their inner game. Leadership starts with self-awareness.

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Why is it so hard to be happy?

My own complicated relationship with happiness.

Why is it so hard to be happy?
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Meeting Check-In Questions: The Simple Practice That Transforms Team Meetings

How to run better meetings using check-ins that build psychological safety, active listening, and real focus.

Meeting Check-In Questions: The Simple Practice That Transforms Team Meetings
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How to Build a Great Startup Board of Directors (Hint: Your Board Is Not Your Boss)

A founder's guide to board member roles and responsibilities, how to choose board members, and how to turn your startup board into a high-trust team.

How to Build a Great Startup Board of Directors (Hint: Your Board Is Not Your Boss)
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A powerful morning practice for imperfect leaders

In 2014, I was facing the loss of a child, a messy divorce, and single-parenthood while leading a fast-growing company. This is the morning routine that helped get me through. It has served me to this day.

A powerful morning practice for imperfect leaders
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Why CEOs should work 40-hour weeks

If the data is correct, you are not doing yourself any favors by grinding it out after 5 o'clock.

Why CEOs should work 40-hour weeks
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Distraction is Killing Your Business (and stealing your joy)

Startup folk are renowned for geeking out on productivity hacks and innovating on the future of work. But most miss the easiest gain of all.

Distraction is Killing Your Business (and stealing your joy)
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CEO Self-Doubt: Mindfulness & Emotional Regulation When You Lose Your Shit

A lot of CEO’s I work with carry questions of self-worth. This morning, I found the same questions exploding in my own head. Here is my effort in my own journal to coach myself back to center.

CEO Self-Doubt: Mindfulness & Emotional Regulation When You Lose Your Shit
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This Question Unlocked My Life's Purpose

I thought it was going to be just another casual meetup with a friend for Saturday brunch. But that ended up being the morning I discovered my life’s mission. And it has changed everything. Here’s the question that changed it all.

This Question Unlocked My Life's Purpose
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Are You Feeling Guilty for Resting? Your Value Is Not Your Output

This time of isolation and slowness has me facing a lifelong message I carry: that my value is tied to my productivity. If I work hard and have output to show for it, I matter and deserve to exist. That message no longer serves me. It might not be serving you either.

Are You Feeling Guilty for Resting? Your Value Is Not Your Output
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Handling Layoffs with Grace

In 2016, we laid off 80% of our staff. The remaining team stuck together, scaled the business, and sold it three years later. Here's how we got through the layoffs and how you can too.

Handling Layoffs with Grace