4 mistakes I made as a first-time CEO, and how to avoid them

In my first formal CEO role, I made plenty of mistakes.

Here are four I commonly see other new CEOs making as well.

  1. I shared too many of my ideas with the team.

    I am supportive of collaboration and transparency, but as a CEO, I underestimated the confusion I created by sharing new ideas before they were fully baked.

  2. I spent too much time doing, not enough thinking.

    A strong bias for action should be balanced with sufficient headspace to think calmly. John Boyd’s OODA loop (observe - orient - decide - act) is a great framework I leverage more now.

  3. I tried to do too much at the same time.

    As they say in 4 Disciplines of Execution, “There are always more good ideas than there is capacity to execute.” Ambitious goals require sufficient organizational focus.

  4. I was too impatient.

    I move very quickly and expect teams I lead to do the same. Aggressive goals and timelines are great, as long as they are realistic and allow people to recharge.

These mistakes are well-intended strengths gone wrong.

And they’re entirely avoidable with a business operating system that:

  • Captures good ideas from the team without distracting them.

  • Creates a structured way to rank and prioritize ideas and initiatives.

  • Forces deliberation before committing to execute on new initiatives.

  • Establishes a structure that clarifies expectations about timelines.

  • Instills a strong sense of accountability at both the team and individual level.


Want to learn more about business operating systems, or how to build one that fits your organization?

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