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 grounded guidance to help you navigate life and business on your terms.
Alyson has helped hundreds of entrepreneurs streamline their operations and take actual time off for maternity leave, while returning to businesses that thrive.
Ready to take maternity leave like a CEO? Follow Growing Pains and let’s build a business that supports your motherhood journey.
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 the real story behind what it takes to plan a second leave as a self-employed mom.
This episode is especially for second-, third-, or fifth-time moms who are trying to plan leave in the midst of already parenting. It’s for those of you who feel like you should know how to do this by now, but deep down, know that your life and your capacity have shifted. The second time around, the stakes are different. And so is the plan.
In This Episode, You’ll Learn:
• Why your second maternity leave can’t be planned the same way as your first
• How I approached finances, insurance, and short-term disability differently
• The systems and team members I leaned on to keep the business running
• The self-care non-negotiables I built into my daily rhythm (and how I got support for them)
• What I did to help my first son feel secure and seen in those early newborn days
• How writing letters to myself during pregnancy helped me navigate postpartum
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You don't have to choose between growing your business and your family.
Grab the Maternity Leave Roadmap for $29: www.mastermaternityleave.com/roadmap
Send in your maternity leave questions! connect@mastermaternityleave.com
xx Aly
www.instagram.com/alycaffrey
www.mastermaternityleave.com