Coaching Real Leaders

How Do I Work with a Difficult Boss?

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May 22, 2023
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ANECDOTE

Passion Meets Founder Conflict

  • Benjamin joined a nonprofit excited to help directly but found micromanagement and conflict with the founder.
  • His initial passion collided with organizational realities, causing tension and reflection on his approach.
INSIGHT

Founder Conflicts Are Complex

  • Leadership challenges with founders are often complex and not just typical management issues.
  • These situations can feel like running a marathon instead of a 5K, requiring recalibration and endurance.
ADVICE

Lead as Student and Performer

  • Enter new leadership roles as a student to understand organizational relationships and strategy.
  • Balance delivering results with listening and adapting to fit the existing culture and dynamics.
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