One Mom’s Journey to a Business on Her Terms
What happens when you mix burnout from the corporate world, creative ambition, and an absolute unwillingness to miss out on school pickups? You get stories like Kaitlyn’s—real, raw, and so relatable it practically demands a second cup of coffee and a deep sigh of “me too.”
In a recent chat, we got to hear Kaitlyn’s full journey—from pandemic-era content creation that grew to 180,000 followers and climbing, to an up and coming small business on the rise. Spoiler alert: this isn’t just about building a business. It’s about building a life that works for you.
Meet Kaitlyn: From a 9–5 with no room to grow to a leap of faith with endless possibilities.
Kaitlyn’s story started like many mompreneur journeys do: in the grind of a full-time corporate job, with a growing realization that the structure just didn’t fit anymore. As a single mom with young kids and zero extra hours in her day, she began creating content online during the pandemic—a move born from curiosity, creativity, and a desire to show the unscripted (and sometimes vulnerable) parts of motherhood.
That creative content side hustle quickly grew to over 100k followers and a steady stream of income from brand deals. Now, she is working on growing both her authentic online presence and her next business: On Her Way. A business dedicated to providing products to help mothers find their way in motherhood. She started with a 6 month planner that has everything you need to stay organized as a mom (a must for all moms, not just business owner moms!) and a matching two-piece lounge set to be worn anywhere – on the go or on your way to bed – to stay comfy but stylish.
The Honest Influencer Era
What makes Kaitlyn’s content stand out isn’t just her hustle—it’s her honesty. She built her following by talking about the things no one else wanted to touch: postpartum anxiety, breastfeeding struggles, the overwhelming pressure to “do it all.” Her raw and real storytelling built trust, loyalty, and community—three things money can’t buy but that every brand (and business) dreams of. Which is why so many brands want to work with her and why so many moms follow her!
The Pivot from Paycheck to Purpose
Leaving the corporate world and salary (plus benefits and PTO!) isn’t for the faint of heart, especially when kids and bills are in the mix. Kaitlyn talked openly about the challenge of walking away from that financial security—and how she gave herself permission to try something different, with the option to return if it didn’t work.
It’s a refreshing, flexible mindset in a world where we’re often told to leap without a parachute. Kaitlyn’s approach? Try it, test it, adjust. If it works, great. If not, you pivot. (As Beth said during the call, “The second you stop moving, that’s the second you’re dead in the water.”)
Building a Business (and a Life) That Fits
Now, Kaitlyn is growing her small business, On Your Way—a women’s apparel line focused on comfort and confidence, and a 6 month planner that is as beautiful as it is functional, providing organization specifically for mom. She’s eyeing growth in the next year, with goals of expanding her product line and bringing on help for marketing and social media.
But what’s just as inspiring is how she’s building her business around her life, not the other way around. From picking her kids up from school to choosing who she works with, Kaitlyn’s definition of success includes freedom, flexibility, and fulfillment. And that’s something every mompreneur can relate to.
The Power of Mentorship and Community
The conversation wasn’t just about logistics—it was also about support. Kaitlyn spoke about the importance of having a mentor in the early stages, someone to bounce ideas off and help navigate the unknown. And she’s right. Having a trusted voice in your corner—especially from someone else who’s been there—can be the game-changer.
We also talked about creating spaces for more women to make the leap from the corporate world to entrepreneurship, and how mentorship and community are two of the biggest keys to making that leap feel less terrifying (and more doable).
A Final Note for Every Mom on the Fence
If you’re reading this while juggling Zoom calls, soccer pickup, and a half-written business idea on the Notes app, we see you. Kaitlyn’s story is a reminder that you don’t have to have it all figured out to start. You just have to be willing to take the first step—and trust that your instincts, your talents, your timing, and yes, everything the corporate world taught you (and didn’t), will lead you where you need to go.
Whether you’re just starting out, mid-pivot, or dreaming of your next big thing, let this be your sign: the juggle is real, but so is the freedom on the other side.
And if you need a little support along the way? You’ve got a whole community here, cheering you on.
