The 25 Ways I Consistently Fail as a Leader (And Why I’m Sharing Them)

I’ve spent years studying leadership, but there’s a gap between what I know and what I do on a Tuesday afternoon when I’m tired and frustrated. So instead of sharing best practices, I’m sharing my most common failures — not because I’m proud of them, but because authentic leadership starts with honest self-assessment. Here are the 25 ways I most consistently fall short.

  1. I cast judgment, not vision.
  2. I fail to ask questions.
  3. I give in to cynicism or sarcasm.
  4. I make excuses.
  5. I fail to share the positive I see.
  6. I don’t pray about a situation.
  7. I am unclear about what success looks like.
  8. I rely on text or email when an in-person conversation is needed.
  9. I fail to live purely.
  10. I check my email while my kids are present and available.
  11. I lose perspective.
  12. I have a vindictive spirit.
  13. I feel like a failure because one thing went wrong.
  14. I feel like a failure when 100 things go wrong on the same day.
  15. I don’t observe the sabbath.
  16. I don’t take vacations.
  17. I see problems before seeing people.
  18. I am unclear on what a win is, and thus fail to celebrate wins.
  19. I fail to thank customers and suppliers.
  20. I put my hope in political outcomes.
  21. I talk about myself instead of asking questions and being curious about others.
  22. I over analyze non-essential things and under analyze major things.
  23. I am hurried.
  24. I fail to journal my feelings: What am I sad about? What am I mad about? What am I anxious about? What am I glad about?
  25. I fail to be generous with time and money.