Computer on desk near woman's hands and coffee cup

28. The real downlow of having an executive coach, with Molly Smith

Here’s the first thing I’ve learned as an executive coach: everyone wants to be more confident.

Even badass, talented, professional, experienced women have to work on their confidence day after day.

Confidence building isn’t easy. I’ve watched my clients commit to building confidence slowly and steadily–two steps forward, one step back. This is true across the board. No matter how successful we are in our work, our relationships, or our talents, our confidence can be fragile. When really start to feel it, though, it absolutely transforms our lives.

Do you believe that’s true? Can feeling confident change our lives? Can it accelerate our career trajectories, strengthen our relationships, improve our health, and help us surpass our own goals?

Let me tell you about the second thing I’ve learned as an executive coach: it can.

This episode is a first for Confidence with Caytie. I was wracking my brain trying to figure out the best way to share the inspiring stories and experiences of my executive coaching clients. I wanted to share the way confidence has transformed their lives.

Suddenly, it dawned on me. I should have one of my clients tell her own story. And that’s exactly what I did. Today, I’m sharing an interview I did with one of my favorite clients, Molly Smith.  

Molly is smart, driven, funny, and kind. She’s a wife, a mom of two teenage boys, and the VP (yes, as in Vice President) of Customer Success for a software company. You’re probably thinking, “Caytie, why would someone like that need to work on developing confidence?”

Great question. That’s why I love Molly’s story and this interview. Molly is completely honest about the negative thoughts that were holding her back, and how confidence gave her the mindset shift that she needed to really take the reigns of her career and her life.

The details are in the episode, but here’s some of the great nuggets of wisdom Molly shares in her interview:

  • What it’s like to work with an executive coach. (Spoiler alert: before we worked together, she had absolutely NO IDEA what an executive coach did or how a coach could help her do the things she wanted to do in her career.)
  • The coaching call that stopped her dead in her tracks, and the one that ultimately prompted her to stop falling into the trap of negative self talk.
  • The tools she used to make a habit of taking credit for and communicating the good things she had done.
  • How she found the confidence and the words to have a major conversation with her boss–the one that ultimately led to her promotion from Director to Vice President.
  • How she’s paying it forward within her company and talking to young women about–you guessed it–confidence. And, how building confidence changed the trajectory of her career.
  • The way living a confident life and believing in herself has become a big part of raising her teenage sons.
  • How confidence is now manifesting in her life in new ways, including meeting weight loss goals and living a healthier life.

I love this interview with Molly. I’m so proud of her, and I’m inspired by her story. It affirms what coaching has taught me: confidence changes lives.

I hope you’re as inspired by her story as I am.

To contact Molly, send her an email at

Add A Comment