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Entrepreneur Loneliness: Founders and Leaders, You Are Not Alone

Entrepreneur loneliness is one of the least talked about yet most universal experiences in startup life. Fear, self doubt, and imposter syndrome affect nearly every founder, but the role makes it hard to admit. If you feel uniquely alone in what you are carrying, you are not.

Entrepreneur Loneliness: Founders and Leaders, You Are Not Alone
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The Weightiness Every Leader Knows

You aren't alone. One of the defining experiences of being a startup founder was the heaviness I carried at every waking hour. And I see and hear it in every other founder I speak with.

The Weightiness Every Leader Knows
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Weekly Goal Setting: Get More Done and Enjoy Happier Weekends

Weekly goal setting is one of the highest leverage habits a founder or CEO can build, yet one of the least practiced. If your week is driven by fires rather than priorities, and your weekends by rumination instead of rest, this simple Friday ritual is worth trying.

Weekly Goal Setting: Get More Done and Enjoy Happier Weekends
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The Away Debacle: Is Judgment the Answer to Leadership Accountability?

Leadership accountability demands more than outrage. Here is what it actually requires.

The Away Debacle: Is Judgment the Answer to Leadership Accountability?
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How to find great advisors for your startup (and avoid the bad)

The advisory relationship is one of the most helpful and misunderstood relationships in the startup world. Here’s my personal take on how to get the best out of an advisory relationship from either side.

How to find great advisors for your startup (and avoid the bad)
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Should I Start Another Business After Selling One? Why I Might Not

As I’ve begun to look into the abyss of what might be next, I am realizing there is no way to find my way to a real answer of the work that is mine to do without casting off this identity and these assumptions.

Should I Start Another Business After Selling One? Why I Might Not
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How to Be a Better CEO, The Hardest Change Great Leaders Make

Tears rolled down my face. I walked down Sandhill Road next to the famous venture capitalist who only days earlier had handed me a generous term sheet. Now, I was telling her my life was falling apart and explaining why she’d likely want to pull the term sheet and work with someone else.

How to Be a Better CEO, The Hardest Change Great Leaders Make