4 Tips for Building Confidence in a Transition

Between The Top of Your Game and Reinvention


Have you ever been at the top of your game and:

  • Graduated into adulthood to start your career?
  • Transitioned from the military to the civilian world?
  • Experienced a life-altering event that forced you to start over?
  • Decided to leave what you’ve always done to pursue an uncommon path?

In the space between what you left and what you were pursuing… Did you struggle?

Did you feel your confidence tanking as you: Worked to learn and define your new role and become successful at it, while navigating a culture and politics that were foreign to you?

I’ve been there.

  • Trying to figure out why things that used to seem so easy were suddenly so hard and questioning my abilities.

I’ve coached others through that place.

  • Reminding them that learning a completely different role and a different culture while grieving how they defined themselves and how they connected with others – causes doubt.

A few months ago I watched Brene Brown interview Oprah. Guess what… Oprah’s been there too! When Brene asked Oprah to share her toughest fall Oprah responded,

Starting this network coming off the glory of 25 years of the Oprah Show.   I was thinking wow, I can’t pull it together, I can’t figure out what’s gonna work. Part of the shame and embarrassment was not knowing what I didn’t know. And coming from a place where I knew it like the back of my hand.  Doing that show for 25 years was as easy as breathing to me. That was a time that required a lot of courage.  Not just to keep going but what does this really mean…

 Did you catch it?

YOU ARE NORMAL if your confidence is shaking when you don’t know what you don’t know.

YOU ARE  NORMAL to crave the comfort and security of knowing something like the back of your hand.

Choosing to keep moving in that uncomfortable space grows and prepares you for greater success.  

So in the space between your comfort zone and your next reinvention:

  1. When doubt whispers in your ear – choose faith.
  2. When fear assails you – choose another perspective.
  3. When loneliness seeps in – choose curiosity and engage with others.
  4. When your dream seems too far away to be possible – focus on who you will help when you get there.

I really believe that we make up stories about other people’s fearlessness, but there’s not enough conversations about the falls, and the hurt and the climb back up and the shame.  -Brene Brown

Please share! What have you learned in the midst of a transition?  


Want more?



Image credit:  iStock

President, Giana Consulting

Chery Gegelman was once a frustrated visionary that learned how to instigate and lead system-wide change.

Today she brings understanding and inspiration to individuals and organizations that seek to lead through change to growth. She an award winning leadership blogger, and recognized on Inc.’s list of 100 Great Leadership Speakers.

Chery lives across the ocean from her home in a land she once said she never wanted to visit, embracing opportunities to meet and learn from people that represent the nations in our world.

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4 thoughts on “4 Tips for Building Confidence in a Transition

  1. Comforting whispers that will be just what so many people need to hear.

    I know first hand the challenge of transition and the good news is that over time you find your footing and your flow once again.

    Will be sharing widely.



  2. Fantastic post, Chery! Stepping outside of our comfort zone can be plain scary. Every time I tackle a project that puts me in an unfamiliar presentation I feel off balance at first. But what I have learned to do is face it straight on and not become overwhelmed.

    Thanks Chery!

    • Thank you Terri! You make a great point – the longer I put off doing something that seems overwhelming the more overwhelming it becomes, facing it straight always creates a path forward.