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November 10, 2025 79 mins

In this heartfelt and inspiring episode, I sit down with Courtney Boylan, the founder of Le Lolo, to talk about the powerful intersection of motherhood and entrepreneurship.

Courtney shares how her own postpartum experience, feeling unseen and disconnected, led her to create Le Lolo, a brand redefining what it means to recover beautifully. What started as a personal need evolved into a mission to empower women through functional, stunning, and confidence-boosting postpartum essentials.

We talk about the courage it takes to transition from a steady career in retail leadership to building your own business from the ground up, and the importance of community, credibility, and heart-led leadership along the way.

Of course, in true Diaries of a Boss Babe fashion, we go on a few tangents...chatting about co-parenting in a split household, raising kids in the age of social media, and what it means to stay grounded as a mom and a leader.

If you’re sitting on a dream or an idea and wondering where to start, this conversation will remind you that the hardest seasons often plant the seeds for our greatest work.

💬 In This Episode, We Chat About:
  • How Courtney turned her postpartum pain into purpose by creating Le Lolo

  • The moment she realized motherhood products could be both beautiful and functional

  • What it really takes to build credibility and community as a new founder

  • The balancing act of motherhood, co-parenting, and entrepreneurship

  • The importance of authenticity, connection, and storytelling in growing a brand

  • Why your personal experience can be the spark for your next big idea

If you’ve been holding onto an idea or waiting for “the right time,” let this be your nudge to start. You don’t have to have it all figured out—you just have to begin.

 

Connect with me! 

Podcast @diariesofabossbabepodcast

Coaching @Cultivate_with_KG

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