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Growing Pains | Where Business Owners Come to Plan Maternity Leave: Daily Summaries Delivered
by Alyson Caffrey
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- Aug 20, 202521 min
You Never Really Come Back From Maternity Leave
Over the years of supporting hundreds of business-owning moms, I’ve noticed a truth no one wants to say out loud: the version of you that existed before maternity leave isn’t the one who returns. You don’t bounce back. You bounce forward. And the sooner we stop trying to fit into old routines that no longer serve us, the more freedom we’ll find. This episode is an invitation to shift your expectations, rework your systems, and let yourself be changed. Because that’s where the magic really hap...
- Aug 13, 202551 min
Motherhood Isn’t a Side Note with The Millionaire Mother, Cait Scudder
We’re told not to make any big business decisions postpartum. But what if that’s actually when everything becomes the most clear? In today’s conversation with Cait Scudder, business mentor, TEDx speaker, and founder of The Millionaire Mother, we discuss the deep personal transformation that occurs after birth and how Cait’s own postpartum reckoning led to a complete reinvention of her business. Cait shares exactly how she knew it was time to shut down a wildly successful mastermind, wha...
- Aug 6, 202526 min
How to Take a Second Maternity Leave in Your Business
Planning a second maternity leave isn’t just a repeat. It’s a whole new equation. You’re already a mom. You’re already running a business. And when you’re preparing for another baby, the bandwidth just isn’t the same. In this episode, I’m sharing what I did differently the second time around, not just because I knew more, but because I needed different support. From navigating state programs and private disability insurance to managing toddler care and carving out space for myself, this is th...
- Jul 30, 202533 min
What if Motherhood Didn’t Require You to Suffer? with Heather Chauvin
There was a moment in this conversation with Heather Chauvin that stopped me in my tracks. She said, “If you’re not going to create space for how you want to feel, you’re going to have a lot of space for how you don’t want to feel.” And I felt that in my body. Because so many of us, especially in early motherhood, are taught that struggle is part of the deal. That exhaustion, resentment, and self-sacrifice just come with the territory. But what if that’s not actually true? Heather is a leader...
- Jul 23, 202538 min
How Didiana De La Osa Took a Real Maternity Leave Without Pausing Her Mission
When Didiana De La Osa joined my maternity leave program, she was pregnant, growing a mission-driven business, and determined to take real time off after her son was born. Just a few months later, she’s wrapping up her first maternity leave, and she did it without pausing her momentum or compromising her values. Didi is a board-certified behavior analyst and university professor who supports clinicians and parents in building ethical, effective autism therapy practices. When we first connecte...
- Jul 16, 202541 min
$10K Weeks, Two Kids, and No Childcare with Leah Gervais
Leah Gervais makes $10,000 a week, and she does it while staying home full-time with her two boys in New York City. In this conversation, she shares what it looked like to let go of childcare, simplify her business, and step fully into a version of motherhood she didn’t even know she wanted when she started. What I loved about this conversation is how expansive it felt. Leah didn’t follow a playbook. She asked better questions. She made intentional choices to slow down, focus on fewer offers,...
- Jul 9, 202535 min
What No One Tells You About Postpartum Mental Health with Dr. Emily Guarnotta
Some moms know they’re struggling postpartum. Others just feel “off” but don’t know why. I brought on Dr. Emily Guarnotta, a licensed clinical psychologist and certified perinatal mental health provider, to talk about the signs of postpartum anxiety and depression that often go unnoticed. Her perspective helped me name parts of my own journey I hadn’t fully understood until years later. If you’ve ever felt snappy, restless, or overwhelmed as a new mom and wondered if it’s just part of the job...
- Jul 2, 202543 min
How Janea Kannett Launched a Diaper Bag Brand in the Middle of Postpartum and Toddler Chaos
When Janea Kannett couldn’t find a diaper bag that actually worked for her, she designed one herself. She was in the thick of postpartum anxiety, with a baby on her hip and zero business background. Less than a year later, she’s shipping hundreds of orders from her home, showing up online daily, and slowly rebuilding a version of motherhood she actually wants to live in. I wanted to bring Janea on not because her business is perfect or finished, but because she’s in it right now. She’s growin...
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About Growing Pains | Where Business Owners Come to Plan Maternity Leave
You’re running a business and dreaming of growing your family, but when you search for how to take maternity leave as a self-employed mom, the answers just don’t exist.You’ve pieced together advice from HR blogs, asked your friends, downloaded generic templates, and tried to “figure it out later.” Meanwhile, you’re left wondering: Can I really step away from my business without losing momentum...or my mind?Here’s the truth: You can. And Growing Pains is here to show you how. Hosted by maternity leave strategist and business operations expert Alyson Caffrey, this podcast helps self-employed moms plan for maternity leave during the trying to conceive, pregnancy, and postpartum seasons—without burning out or ghosting their business.Each week, you’ll hear honest solo episodes, expert interviews, and real-life maternity leave stories from moms who are building legacies and raising babies. No fluff. No one-size-fits-all advice. Just gr
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