A Productive Conversation

Jenny Wood Talks About Wild Courage and Fearless Self-Advocacy

Jun 25, 2025
In this conversation with Jenny Wood, a former Google executive and author of Wild Courage, she challenges the perception of traits like selfishness and bossiness as negatives. Jenny reveals how these qualities can be powerful tools for self-advocacy and growth. She shares personal anecdotes about her corporate journey, the necessity of embracing one’s fears, and the importance of prioritizing big aspirations. Through her insights, listeners are encouraged to redefine courage and unlock their true potential.
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ANECDOTE

Subway Courage Anecdote

  • Jenny Wood shared a personal story of chasing a man off the subway propelled by "wild courage."
  • She reframes traits like boldness and recklessness as powerful assets rather than flaws.
INSIGHT

Regret Outweighs Failure

  • Regret of inaction often weighs heavier than failure itself.
  • Leaving unhealthy situations late is still better than enduring prolonged unhappiness.
ADVICE

Say Yes To Big Things

  • Say yes to big impactful tasks and no to small, non-promotable work.
  • Prioritize work that moves the business to advance your career.
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