The biggest leadership lesson Carrie learned was that finding confidence in yourself comes from trusting yourself to handle whatever comes next.


Portrait of Carrie, a finanance executive managing a career transition

Customer Journey Series: Carrie

Carrie is a finance executive who came to coaching during a career transition. Over the years that followed, she navigated new roles, organizational change, layoffs, difficult bosses, and periods of uncertainty.

Her journey explores self-leadership, resilience, confidence, and learning to take ownership of her own growth.

Each post in this series examines a real coaching conversation or leadership challenge from Carrie’s journey.

This is the sixth and final post in Carrie’s series.


When Carrie first came to coaching, she wanted help preparing for a job interview.

What neither of us knew at the time was that the interview would be the easiest part of her journey.

Over the following years, Carrie would navigate new roles, new teams, new bosses, layoffs, reorganization, uncertainty, and periods where she questioned herself more than she wanted to admit.

Looking back, the most important lesson was not about finance.

It was not about interviewing.

It was not even about leadership.

It was about learning to trust herself.

To sum it up, she learned that no one was coming to manage her career for her. If she wanted to grow, she would have to advocate for herself, challenge herself, and continue developing regardless of who happened to be her boss.

At different points in her journey, Carrie learned:

  • How to be more approachable by becoming less judgmental.
  • How to replace certainty with curiosity.
  • How to lead herself when her boss wasn’t providing direction.
  • How to survive difficult leadership without losing herself.
  • How to create boundaries during stressful periods.
  • How to keep growing even when the environment around her was unstable.

Most importantly, she learned that confidence is not the absence of doubt. Confidence is trusting yourself to keep moving forward despite the doubt.

Over time, Carrie stopped looking for external validation to tell her she was doing well. She still appreciated encouragement, feedback, and good leadership. But she no longer depended on those things to know her own value.

She knew she was capable.

She knew she could learn.

She knew she could adapt.

And she knew that even when circumstances changed, she could find a way forward.

That’s what made her successful. Her success wasn’t about a title, a promotion, or a boss.

It was the ability to stay grounded in her values and continue growing through whatever came next.

Carrie’s journey reminds me that leadership growth usually isn’t a straight line. Promotions, reorganizations, supportive bosses, difficult bosses, successes, and setbacks all shaped her development.

Continue the Journey

Previous Post  |  Start at the beginning of Carrie’s Journey

Keep Learning

Return to Customer Journeys Hub

Explore the Leadership Framework