Caroline’s Path from Law to Art: Embracing Art Amid Societal Pressures, Episode 191


This is a live coaching session with a creative mom who has entrepreneurial ambitions to write and sing music. She has two young kids at home and works part-time as an attorney. She recently turned forty and does not want to squander this season of her life. Take this opportunity to see what a coaching session with me sounds like and if you are a creative mom with entrepreneurial goals that you are not hitting because you are stuck in an old story about who you should be as a mom with a business (less risky, less playful, less ambitious) then sign-up for a free breakthrough session with me. The link is right here in the show notes:

This episode is brought to you by Fertile Imagination: A Guide For Stretching Every Mom’s Superpower For Maximum Impact – today.

About Caroline

Caroline writes music about what it’s like, as a mom and an artist. She sought coaching to muster the courage to redefine myself outside of society’s expectations (and my own expectations) in order to find something truer.

Caroline also shares the realities of juggling multiple roles – as an artist, a mother, and a professional. She talks about the courage and vulnerability it takes to follow a passion project, despite the hurdles life throws at you. In her journey of expanding her life possibilities and navigating the joys of parenting, Caroline’s story serves as a testament to the power of passion and resilience. Be prepared to journey with us through a narrative of self-rediscovery, resilience, and embracing your true identity with Caroline.

In this episode, you will hear these ideas expressed:

  • Turning 40 is a reckoning point when you take a look at your life and make different choices moving forward.
  • Why might a mom with two young kids but the means to focus on her artistic interests NOT move forward? What if you don’t have anything to lose too? What beliefs might be stopping you?
  • What if being ridiculous and following your passion lit you up as a mom? Is being an excited mom worth following a creative adventure?
  • Choosing a path where you feel respected. What do you need to hear to feel respected and accepted by others based on your choices?
  • How to get over other people’s perceptions and approaching challenges from a position of power 
  • Seeing jealousy as a sign that you may be interested in a topic or creative adventure – in comes Taylor Swift
  • Making a pivot into a creative adventure: What would it look like to actually be an artist? What would a weekend look like?
  • Not until you take yourself seriously will others take you seriously
  • Get to that place of how you want to feel to drive your goals and specific steps forward
  • What if no one else takes interest? How can you let go of needing that acceptance?
  • The idea of ‘three chords and the truth’ in music, and the importance of feeling acknowledged and accepted for our decisions
  • Owning her identity as an artist, practical and societal concerns, family’s reaction, and motivation to create her passion project
  • How the support of those closest to us can show us the respect we need to pursue our passions

SHARE this episode with a mom founder, entrepreneur, or creator for whom a fear of judgment or not feeling accepted might be getting in her way of an incredible creative entrepreneurial adventure.

Similar episodes:

The Risks And Consequences Of Taking On A Supporting Role In Your Mom Life, Episode 182

Supporting Resources:


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Book Launch October 2023! Join the Collective Of Moms Who Seek More Imaginative Solutions For Maximum Impact While Inspiring Their Kids To Do The Same

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Snag a FREE chapter today and start your journey towards becoming the fun parent through a series of imagination warm-ups created for the most ambitious moms who feel like they lost a big piece of themselves (along with their placentas – literally or figuratively)

Praise For Fertile Imagination

Book participants/podcast guests

“Melissa is an inspiring display of tenacity and motivation. Whenever you’re feeling stuck, peruse Melissa’s thoughtfully compiled tips and exercises and you’ll be creating magic in no time.” – Suzy Batiz, Chief Executive and Visionary Officer, ~Pourri, The Makers of Poo~Pourri, supernatural, Alive OS®

“Melissa’s words are authentic and important. She is a great listener and now shares reality-based strategies for imagining your own imperfect, fulfilling life.” – Martha Hennessey, Former New Hampshire State Senator / House of Representative

This is the book for a mom who wants a second jet engine to embark on her own journey from thinking she will have to wait another lifetime to dream big to know she can take steps right now to uncover and do what she would find more fulfilling at this life stage. Melissa writes both intimately and conversationally about topics that many moms around the world can relate to (some dads too). She invites the reader into a personal and deep journey about topics that are crucially important to uncover what would make a mom truly happy to work on…even after the kids are in bed. It was an honor and a pleasure to speak with her for an interview, which she has included excerpts of in this book, too!” – Ken Honda, Japan’s bestselling zen millionaire, author of Happy Money: The Japanese Art of Making Peace with Your Money

“The words: imagination, play, and fun are not the usual things we as mothers think of when wondering how to get a grip back on our career and I believe it provides a really fresh take and lots of food for thought for mothers reading it. Its tone is so energetic and fresh!” – Alejandra Molina, Coach, Miami, Florida

“Melissa is a mom of three with big dreams who tells it like it is. She draws on her own experiences and the experiences of professionals she’s interviewed for her podcast to reflect on the plight of the mother. How do women conform to or challenge the traditional “mom script”? If you’re a mom, what can you do to break the “cultural glass ceiling” to be yourself and a great parent, all without having to force yourself into a mom mold that doesn’t fit you? Melissa is like a great friend, honest and wise and funny, telling you about her life and asking you to reflect on yours. This book is a great purchase for moms in every stage of life.” – Maureen Turner Carey, Librarian, Austin, Texas

“In her book, Melissa shows us that motherhood does not have to be a pause or an end to your pre-child self. With guidance from her podcast guests, she encourages us to think big, find what lights us up, think big, and move towards our goals with the steps that fit the reality of our lives as they are today. In doing so we honor and inspire our child(ren), and our own inner child.” – Katherine Howell, Museum Administrator, Queens, NY 


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Melissa Llarena

Melissa helps movers and shakers up to those in the corner office rediscover what makes them unique so that they can land their dream job in a forward-thinking company where their ideas are listened to, valued, and supported.

She brings insights from having worked in 16-business units (including Human Resources) in NY, Paris, and London. Additionally, in her former corporate career, she worked on billion-dollar brands for P&G and on IBM for Ogilvy & Mather. Later, as the founder and CEO of Career Outcomes Matter, Melissa created a 3-step “sellable strengths” process which has been the centerpiece of her clients' results.

Melissa applies this method consistently to support mid-level professionals up to the c-suite to get into Fortune Global 500 organizations and agencies. She studied Psychology at NYU and earned her MBA from the Tuck School of Business at Dartmouth.

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