Episode 06: The Inner Work Nonprofit Leaders Avoid and How it Impacts their Teams with Dr. Natalie Pickering

The Inner Work Nonprofit Leaders Avoid and How it Impacts their Teams with Dr. Natalie Pickering
The Crosswind Approach
 

Episode 06: The Inner Work Nonprofit Leaders Avoid and How it Impacts their Teams with Dr. Natalie Pickering

Episode Overview

What happens when a leader becomes so focused on one problem that they stop listening to the people around them?

In this episode of The Crosswind Approach, Michael Baldree, CPA and founder of Crosswind CFO Advisory, shares the story of United Airlines Flight 173 and the leadership lessons that emerged from a tragic accident caused by a breakdown in communication and self-awareness. He connects that story to one of the most overlooked aspects of nonprofit leadership: understanding how your leadership identity impacts the people you lead.

Michael is joined by Dr. Natalie Pickering, organizational psychologist, executive coach, TEDx speaker, and author of Leading Becomes You: A Real World Framework for Leading from the Inside Out. Together, they explore the connection between leadership identity, team trust, psychological safety, burnout, and organizational performance.

If you are a nonprofit leader who wants to improve your leadership effectiveness, strengthen team culture, and better understand how your leadership impacts others, this episode will challenge you to do the inner work that creates lasting organizational impact.

Key Takeaways

  • Leadership identity shapes leadership effectiveness

  • Self-awareness is a critical leadership skill

  • Burnout is often connected to internal leadership conflict

  • Trust and psychological safety start with the leader

  • Feedback is essential for leadership growth

  • Authentic leadership creates stronger teams

  • Leadership development is more than competencies

  • Growth requires ongoing self-reflection and awareness

Crosswind Checklist

  1. Diversify your nonprofit's revenue sources

  2. Review your Form 990 regularly for accuracy and completeness

  3. Provide your board with strategic financial dashboards instead of detailed accounting reports

Timestamps

00:00 – Welcome to The Crosswind Approach and podcast overview

01:35 – The aviation story: United Airlines Flight 173

03:46 – Leadership self-awareness and the lessons from aviation

05:56 – Introduction to Dr. Natalie Pickering

08:15 – How leadership impacts employee well-being

10:36 – Why leadership identity matters more than competencies

13:01 – The cost of leading from an inauthentic version of yourself

15:23 – Understanding your inner leadership terrain

17:50 – The swamp: low identity clarity and low connection

20:13 – How the swamp impacts teams and trust

22:37 – The wasteland: losing connection to yourself

25:13 – The petrified forest: high certainty and low feedback

29:56 – How organizations reinforce unhealthy leadership patterns

32:14 – Diagnosing your leadership terrain

34:18 – The flourishing meadow and authentic leadership

39:02 – Why identity-first leadership matters

41:22 – The Four A's framework for leadership growth

43:41 – A real-world leadership transformation story

48:18 – The impact of leadership growth on teams

50:45 – Is the inner work worth it?

53:09 – Why flourishing is a lifelong leadership journey

55:34 – Practical first steps toward leadership growth

57:52 – Crosswind Checklist: nonprofit financial best practices

59:15 – Final thoughts and closing remarks

Connect:

Connect with Michael on LinkedIn:
https://www.linkedin.com/in/michaelbaldree/

Connect with Dr. Natalie Pickering:
LinkedIn: https://www.linkedin.com/in/drnataliepickering/
Website: https://www.doctornataliepickering.com

Get the book:
Leading Becomes You: A Real World Framework for Leading from the Inside Out
https://drnataliepickering.com/book/

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Episode 05: What A Fractional CFO for Nonprofits is NOT