The Insightful Leader

When We Get Too Comfortable, It’s Tough to Take Flight

Oct 13, 2025
Exploring the danger of complacency, an executive coach shares stories of leaders who struggled with comfort over risk. They delve into the repercussions of holding onto toxic employees and the perils of non-decisions in leadership. The impact of mergers on communication and the inefficacy of unproductive meetings are discussed. Emphasis is placed on authentic conversation and shifting focus towards customer interactions for growth. Lastly, leaders are urged to reflect on whether their choices stem from comfort or fear.
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ANECDOTE

Toxic Star Employee Finally Let Go

  • Sanjay Khosla let a high-performing but toxic employee, "Dave," stay too long hoping coaching would fix him.
  • After firing Dave, team energy and collaboration improved dramatically.
ADVICE

Communicate Change Directly And Honestly

  • When major change creates anxiety, speak honestly to employees even if you don't have all the answers.
  • Use small-group Q&A and clear timelines to show what you know and when you'll share more.
INSIGHT

Meetings Can Trap You Inside The Company

  • Excessive internal meetings create an inward focus that blinds companies to customers.
  • Shifting meetings to future-focused discussion frees creative energy and drives outward action.
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