The Entrepreneur’s Leap

  • Jeff Gibbard
  • 7 min read

“Entrepreneurship is jumping off the cliff and building a parachute in the way down.” We like to celebrate this idea ☝️, but it’s not real. At best, it’s fantasy fiction. At worst, real life tragedy. For every one person who “builds that parachute,” many more hit the ground at full speed and don’t get back […]

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Do you need help with a conversation?

  • Jeff Gibbard
  • 2 min read

I’ll keep it brief today. I’ve been told, by numerous people, that the outlines, frameworks, and scripts that I’ve provided to them for an important conversation have been among the most useful parts of my book and leadership philosophy. As a result, I’ve decided to put together a new resource to accompany The Lovable Leader […]

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A Simple Misunderstanding

  • Jeff Gibbard
  • 11 min read

Recently, I’ve had a few conversations with people about interactions they’ve had that left them feeling frustrated, angry, confused, or hurt. More often that not, these situations were a product of two very simple and related factors: They were making an assumption about someone else, and never stopped to ask for clarification They were reacting […]

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Career Advice

  • Jeff Gibbard
  • 9 min read

People often reach out to me for career advice. People see how much content I create, the passion and joy I bring to the work I do, and reach out to learn how I got here, or ask advice about how to navigate from where they are to where they want to go. Lately, it’s […]

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Product vs Packaging

  • Jeff Gibbard
  • 2 min read

Better doesn’t always win. Companies don’t always buy the best options, sometimes they buy the cheaper one. The people with the most expertise don’t always achieve the most attention and financial success, sometimes it’s the one who markets themselves better, or are more charismatic on camera, or who know how to play the media and […]

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The Fuel of Resilience

  • Jeff Gibbard
  • 4 min read

How does one keep going in the midst of seemingly constant or significant setbacks? We will all struggle, get knocked down, and experience something traumatic at some point in our lives, whether it be a health issue, the loss of a loved one, or a goal that seems out of reach. This happens to all […]

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How to Change Direction

  • Jeff Gibbard
  • 6 min read

Two pieces of software that I absolutely LOVE recently redesigned their software. I guess I should clarify by saying they “re-interfaced” their software since I’m so sure that “design” would really be accurate. I’m still not being clear enough. Let me try again. I guess what I mean to say is that they ruined their […]

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Behold! The Visionary.

  • Jeff Gibbard
  • 11 min read

Who doesn’t love a good story? Like a story of overcoming adversity, of perseverance, of triumph? We like those who buck the status quo, who disrupt industries, and who despite being pioneers and trailblazers, who make it all seem within reach. These folx, who we call visionaries, are able to see past the present into […]

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I see you

  • Jeff Gibbard
  • 2 min read

Hey you, out there. I see you. You’re a budding entrepreneur, trying to grow your business. You’re working too many hours and doing too much on your own while still not making enough to feel comfortable. I see you. You don’t know who to listen to or who to ask for help and you worry […]

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The Creation of an Artifact

  • Jeff Gibbard
  • 5 min read

I lost my grandmother recently. I have people in my family who are sick. I’ve been thinking about mortality since I was a child as my father was a funeral director and my mother nearly died in a car crash on my last day of high school. That life is short, and we have no […]

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