Have you ever crafted the perfect plan to take on an exciting idea or project only to experience the crush of disappointment when things don’t go as spectacularly as planned? Both in my entrepreneurial journey and in my Corporate America times, I know about the roller coaster of dreaming up a big plan and fantasizing about its perfect execution with quick results. It often feels as if results aren’t coming fast enough, people aren’t getting on board with an idea, or what I thought was the perfect product simply flops. Many times, my confidence spiraled downward as I encountered disappointing outcomes from unforeseen challenges.

When we feel this way, we tend to get impatient and frustrated that reality hasn’t matched our dreams. Doubt and insecurity set in and it’s tempting to quit altogether. What a perfect breeding ground for your ego, your inner critic, to feed on. It loves this opportunity to remind you that you never should have tried this, you are not qualified, and you’ve failed because results should come faster than this. You’re just a fraud.

How do you quiet that inner critic that fills you with so much doubt and insecurity? How do you remain confident when things don’t go as planned?

Counterintuitively, it begins with a dose of compassion, a willingness to get curious, and even a bit playful!

I liken this to a time when I was a little girl and I loved coloring interchangeable fashion plates. You’d lay plates together to create an outfit, place paper over it, and use your crayons to color it to bring the outfits to life. I would sit at the table for what seemed like hours and interchange plate after plate, creating some pretty high-fashion looks for 1987! If I didn’t like one of my designs, I would just put the paper aside, change the plates and start a new one. I wouldn’t get critical with myself (like I do today), with thoughts that I wasn’t creative, I couldn’t draw, or that I was unqualified. I would simply change the plates and keep playing. This is a mentality that is of our most childlike essential self. It’s a place that is higher than our ego can reach.

Play is a mindset that is most like our childlike, essential self. It’s a place higher than our ego can reach.

Kelli Thompson

Freedom From the Inner Critic

How do we access that today? When I’m having doubtful thoughts, I draw a line down a piece of paper. On the left side, I write down all of the thoughts that my inner persecutor or critic says. Often its judgments such as: You’re not moving fast enough. Who do you think you are? You’re unqualified. You’re going to mess up. You need to wait until this is perfect. You need to be pushing. On the right side, I tap back into my inner child, the one that loves to play, and write down what my childlike self would love to have. For me and many of the leaders that I coach, it’s outcomes such as: I want to collaborate. I want great team to work with. I want to have fun. I want to feel relaxed. I want to feel connected.

Moving forward in freedom begins with having compassion for the two selves inside us. How do I have compassion for my inner critic? I can ask, “How is it just trying to help me?” I don’t listen to it, I just notice it’s chatter. I can also have compassion for your inner child by understanding what it’s trying to help me accomplish, and to also just notice it? The trick is not to 100% agree with or become connected to either one.

The answer is a both-and. My inner critic could be there to help me notice some helpful rules. My inner child could be trying to bring out the fun side of me so I’m more approachable. So, a question I can reflect on is: How can I work within some rules at work AND be collaborative, have fun and relax?

Turning Disappointments Into Future Results

Reflective journaling is an excellent way to silence our inner critic and turn disappointments into learning moments. As you’re thinking about moving through the perils in your “big idea” journey, you can ask:

  • Why are big results so urgent?
  • What could this disappointment be teaching me? What could I be learning from it?
  • What’s another time in my life that I launched something and it didn’t go exactly as planned? What skills did I use to learn inside of that?
  • What am I learning about myself?
  • How could knowing myself, my skills and my strengths at this very time be more helpful to me longer term than trying to get it perfect the first time?

It can be helpful to remember to take on the mindset, even at work, that you are just playing. You are just interchanging plates as you learn more about what works for you and what doesn’t. Our stress isn’t coming from our results, but from the expectations we place on perfect results.

As you take away insights from your journaling to apply them to future efforts, here is a a confidence-building meditation:

Disappointments are a gift.
If I never feel the sting of disappointment, I’ll never feel the urge to seek wisdom.
From wisdom, future success.
How freeing to appreciate life’s disappointments as the birthplace of building a joyful life.

Kelli Thompson


  • Kelli Thompson

    Leadership Coach | Writer | Speaker

    Kelli spent years climbing ladders and leading teams in Corporate America before taking the leap into entrepreneurship, starting her own business as a leadership coach, writer, and speaker. She helps women unlock their potential and lead more confidently to achieve their career goals and ideal lifestyle (hustle free). She is the founder of the Rise Confidently Leadership Masterclass series for women leaders. Her two favorite roles are wife and mom.