Growing Pains | Where Business Owners Come to Plan Maternity Leave

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Growing Pains | Where Business Owners Come to Plan Maternity Leave

Alyson Caffrey

142 episodes

2 months ago

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...

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Entrepreneurship

All content for Growing Pains | Where Business Owners Come to Plan Maternity Leave is the property of Alyson Caffrey and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

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...

Show more...

Entrepreneurship

Episodes (20/142)

Growing Pains | Where Business Owners Come to Plan Maternity Leave

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...

2 months ago

21 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

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...

3 months ago

51 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

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...

3 months ago

26 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

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...

3 months ago

33 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

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...

3 months ago

38 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

$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,...

4 months ago

41 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

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...

4 months ago

35 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

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...

4 months ago

43 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

Healing Your Gut for a Stronger Pregnancy, Postpartum, and CEO Life with Bridgitte Mallinson, MS RDN

When I first met Bridgitte Mallinson, MS, RDN, I knew I needed to bring her voice to Growing Pains. Bridgitte is the founder and CEO of GutPersonal, a female‑founded supplement company that helps women heal gut issues with personalized testing and targeted formulas. She’s also a registered functional dietitian, a mom to Lily, and currently pregnant with baby girl number two. I invited her on because so many of us wonder how to stay nourished, energized, and mentally clear while building a bus...

4 months ago

36 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

How Deborah Collazo Planned Maternity Leave Across Two Businesses

When Deborah Collazo first started planning her self-employed maternity leave, she was overwhelmed. She was convinced she’d either have to shut down her business completely or skip taking time off altogether. But after joining my maternity leave planning program, Deborah created a plan that gave her clarity, support, and confidence. Now she’s preparing to welcome her baby this fall, with her business running smoothly in the background. Deborah is an industrial-organizational psychologist base...

4 months ago

33 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

Taking the Shame Out of Your Finances with Tiffany Vogel

What if getting a handle on your business finances didn’t have to feel so heavy? In this episode, I’m joined by financial coach Tiffany Vogel, who has made it her mission to simplify the money side of entrepreneurship, especially for moms. We talk about why so many of us avoid looking at the numbers, how to rebuild trust in yourself as a business owner, and what it means to build a life (not just a spreadsheet) that supports your goals. If you’ve ever felt overwhelmed by bookkeeping, expenses...

5 months ago

42 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

Let This Be the Beginning – Maternity Leave Roadmap #30

If you’ve made it here, you’ve done something powerful. You’ve committed to rethinking what maternity leave can look like as a business owner. In this final episode of the series, I’m reflecting on what we’ve covered, what it really means to lead yourself through this season, and how to keep going. Because this work isn’t just about creating a plan. It’s about becoming the kind of leader your business and your family can rely on, now and long after your leave is over. You don’t have to have a...

5 months ago

10 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

Flexibility Is the Plan – Maternity Leave Roadmap #29

When you're building a plan for maternity leave, it’s easy to assume that once it’s in place, it’s set in stone. But the truth is, your needs, your baby’s rhythms, and your business might ask for something different. That’s not a sign you did it wrong. It’s a sign you’re paying attention. In this episode of the Maternity Leave Roadmap series, I’m talking about flexibility. Not the kind that throws your whole schedule into chaos, but the kind that builds responsiveness into your systems from d...

5 months ago

9 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

Protect Your Energy While Prepping for Leave – Maternity Leave Roadmap #28

What if growth didn’t have to be loud, measurable, or tied to a to-do list? In this reflective episode of the Maternity Leave Roadmap series, I’m sharing what early postpartum really felt like and how disorienting it was to go from clear, daily business progress to the invisible work of motherhood. If you’ve ever felt like you’re falling behind just because your growth doesn’t look the same, I hope this episode reminds you that this season still counts. You are growing, even if no one else ca...

5 months ago

9 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

Choose Your Anchor Activity – Maternity Leave Roadmap #27

When your whole life is shifting, you need something that keeps you grounded. That’s what an anchor activity is for. In this episode of the Maternity Leave Roadmap series, I’m introducing one of the very first things we build inside The Bond coaching program: the anchor activity. Whether it’s journaling, stretching, walking, or simply breathing, this practice helps you reconnect to yourself as everything around you changes. I’m sharing how it worked for me during postpartum and why building t...

5 months ago

8 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

Working on Maternity Leave – Maternity Leave Roadmap #26

Some people want to fully unplug during maternity leave. Others feel pulled to work, and that doesn’t have to be a bad thing. In this episode of the Maternity Leave Roadmap series, we’re talking about how to think through working during your leave. Whether it’s out of desire or necessity, this episode walks you through how to assess your time, your capacity, and your energy so you can say yes to what truly lights you up and no to everything else. This isn’t about doing more. It’s about choosi...

5 months ago

7 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

Train People How to Treat You – Maternity Leave Roadmap #25

Boundaries aren't just about protecting your time. They are about teaching others what to expect from you. In this episode of the Maternity Leave Roadmap series, I’m sharing what it really looks like to create boundaries that stick. I walk through how to set expectations with yourself, your team, and your clients, especially during maternity leave. From turning off notifications to creating decision-making guidelines, this episode will help you shift from reactive to intentional so you can re...

5 months ago

8 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

5 Boundaries to Set Before Baby Comes – Maternity Leave Roadmap #24

The closer you get to maternity leave, the more valuable your time and energy become. And the only way to protect both is with boundaries. In this episode of the Maternity Leave Roadmap series, I’m walking you through five boundaries that have helped me save my sanity during pregnancy, maternity leave, and early motherhood. These aren’t just “nice to have” tips. They’re clarity-setting, calendar-clearing filters that help you say yes to what matters and confidently let go of the rest. If you’...

5 months ago

16 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

The Power of Community and Intuition – Maternity Leave Roadmap #23

It’s easy to feel like you should have a village around you during motherhood and business. But what happens when that village doesn’t show up? In this episode of the Maternity Leave Roadmap series, I’m talking about the two forms of support that matter most in this season: community and intuition. I share personal stories of navigating early motherhood and entrepreneurship without nearby family support, and how I found clarity and confidence by trusting myself and building a community that a...

5 months ago

11 minutes

Growing Pains | Where Business Owners Come to Plan Maternity Leave

The Identity Shift of Motherhood and Business – Maternity Leave Roadmap #22

The biggest shift in your maternity leave plan isn’t logistical. It’s personal. In this episode of the Maternity Leave Roadmap series, I’m sharing what that identity shift looked like for me, how it caught me off guard, and why it ultimately made me a stronger, more focused business owner. Whether you’re about to become a mom for the first time or you’re navigating this transition again in a new season, this conversation is about honoring what’s changing and letting go of the idea that you ha...

6 months ago

10 minutes