How Leaders Lead with David Novak

#245: Bob Jordan, CEO of Southwest Airlines – Be both an optimist and a realist

Jun 26, 2025
In this engaging discussion, Bob Jordan, CEO of Southwest Airlines, shares his journey and insights since stepping into leadership in 2022. He emphasizes the need to balance realism and optimism while tackling challenges. Listeners will learn how to cultivate a positive workplace culture, develop emerging leaders, and handle pressure without burnout. Bob also offers advice on crisis communication and the importance of resilience in leadership. Plus, enjoy lighthearted personal anecdotes that reveal his values and personality!
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ANECDOTE

Herb Kelleher's Leadership Style

  • Herb Kelleher, Southwest's founder, balanced toughness with fun leadership.
  • He famously challenged a legal dispute to an arm-wrestling match and wrote witty replies to customers.
ADVICE

Trust Leaders, Embrace Opportunities

  • Don't overplan your career; trust your leaders and mentors to guide you.
  • Say "yes" to opportunities even if you don't feel fully ready or qualified.
ADVICE

Prioritize Learning in New Roles

  • When starting a new role, focus first on learning deeply.
  • Avoid rushing to make an impact; build understanding to prevent mistakes.
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