Alyson Caffrey

Growing Pains |  Where Business Owners Come to Plan Maternity Leave

Business EN ↓ 142 episodes

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 m...

Author

Alyson Caffrey

Category

Business

Podcast website

alysoncaffrey.com

Latest episode

Aug 20, 2025

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Episodes

Cracking the Code of Household Harmony with Kelly Hubbell 13.11.2024

Ever feel like managing a household is a full-time job? Kelly Hubbell, founder of Sage Haus, joins me today to dive into the world of home management and share her transformative journey from tech sales to creating a support system for busy parents. From identifying the mental load of parenting to practical tips on hiring family assistants, Kelly reveals the secrets to reclaiming time and finding...

Taking the Leap of Faith 06.11.2024

Have you ever felt like home was somewhere unexpected? In this episode, I’m sharing a personal journey of navigating life’s detours, from moving struggles to unexpected clarity. After two cross-country moves, house deal hiccups, and a whirlwind summer, we found ourselves back in Colorado—certain and ready for a fresh start. Listen in for an honest reflection on resilience, trusting your gut, and t...

Building Sustainable Success in Your Business with Eleanor Beaton 30.10.2024

Are you a driven entrepreneur mom struggling to balance it all? Eleanor Beaton, award-winning entrepreneur, author, business coach, and founder of Safi Media joins me today to dive into the joys and challenges of building a sustainable, values-driven business while navigating the ever-evolving landscape of motherhood. Learn how to harness your innate strengths, embrace the power of patience, and d...

Empowering Births at Home with Samm Magpie 23.10.2024

Ever wondered what it's like to bring new life into the world in the comfort of your own home? Today I sit down with my longtime friend and experienced midwife Samm Magpie to explore the empowering world of home births. From Samm's unexpected calling to midwifery to the surge in demand during the pandemic, this episode offers a candid look at the joys and challenges of supporting familie...

Crafting Copy That Connects with Jenny Roth 16.10.2024

Struggling to make your words resonate with your audience? In this episode, copywriting expert Jenny Roth reveals the secrets to creating compelling content that truly connects. From her journey as a stay-at-home mom to a successful business owner, Jenny shares invaluable insights on crafting copy that builds relationships and drives results.  Discover how to infuse your writing with authenticity,...

How Naming My Son Revealed a Key to Scaling My Business 09.10.2024

Did you know that naming my son taught me one of the biggest lessons in business? In this episode of the Growing Pains Podcast, I’m diving into the unexpected connection between that personal experience and the critical role of defining processes in your business. From my work at the Operations Agency and Master Maternity Leave, I’ve seen firsthand how messy things get when workflows aren’t clear...

Creating Time Freedom as a Mompreneur with Meridith McCarty 02.10.2024

Ever wonder how some moms manage to run a thriving business while raising a family without burning out? I sat down with Time Freedom Coach, Meredith McCarty, to uncover exactly how she does it. From starting her virtual assistant business back in 2018 to becoming a mom of three, Meredith has built a life and business on her terms. In this episode, she shares the secrets to balancing it all—without...

Money Archetypes and Financial Empowerment for Women with Michelle Cooper 25.09.2024

Ever wondered how your "money story" influences your financial decisions? In this episode, I dive deep with Michelle Cooper, a financial strategist who went from Wall Street to founding Alchemy Accounting and Bookkeeping. Michelle teases powerful insights into understanding your money archetypes and how they shape the way you handle finances. She also shares hard-earned lessons from her...

Navigate Maternity Leave Without Putting Your Business on Hold 18.09.2024

Are you a mom-to-be wondering how to navigate maternity leave without putting your business on hold? In this episode, I share my hard-earned wisdom on balancing entrepreneurship with new motherhood. Learn why preparation is key, discover strategies for managing your business during leave, and explore financial considerations unique to self-employed moms. Whether you're expecting your first ch...

Copywriting Secrets Revealed with Joanne Homestead 11.09.2024

Are you struggling to effectively communicate your business message and connect with your audience? Joanne Homestead, Email Copywriter, and Holistic Copy Coach, joins me today to share her captivating secrets for crafting compelling copy that resonates. Discover how to leverage the power of storytelling, manage your workload as a busy mom, and navigate the role of AI in content creation. Whether y...

Authentic Visibility in Business with Laura Sinclair 04.09.2024

Are you ready to step into the spotlight and make your business shine? Laura Sinclair, a seasoned Business and Marketing Mentor, shares her journey of resilience and growth as an entrepreneurial mom. From overcoming setbacks to mastering the art of visibility, Laura offers her insights on finding your audience, setting boundaries, and creating a thriving business while being present for your famil...

Harnessing Lunar and Menstrual Cycles with Jessica Snyder 28.08.2024

How do natural cycles influence your productivity and energy levels? Jessica Snyder, personal growth and transformation coach, joins me in this episode to explore the powerful connection between your menstrual cycle, the lunar phases, and your business rhythm. Learn how to sync your tasks with your body's natural ebbs and flows, discover the best times for decision-making and tackling challen...

How to Diagnose Problems in Your Business 21.08.2024

Are you struggling to pinpoint what's holding your business back? Discover a simple yet powerful framework for diagnosing and solving problems in your company. In this episode, learn how to categorize issues into process, system, or people problems, and tackle them efficiently. Uncover the secrets to identifying root causes, implementing effective solutions, and fostering a positive work cult...

Nourishing Your Body and Soul With Kim Shapira 14.08.2024

Do you struggle to maintain a healthy relationship with food while juggling parenthood and entrepreneurship? Kim Shapira joins me this week to dish out some game-changing insights. As a renowned dietitian and author, Kim shares her journey from private practice to publishing and reveals how to nourish both our bodies and our ambitions. We dive into positive eating habits for kids, building busines...

The Power of Pausing with Melanie Chandruang 07.08.2024

What if taking a break could make you a better entrepreneur and mom? In this episode, Melanie Chandruang shares her powerful journey of pausing her thriving business for motherhood. From battling infertility to managing an unexpected pregnancy, Melanie's story is a testament to the strength found in stepping back. Discover how she navigated the challenges of rebuilding her career after a year...

Turning Inward vs Outward with Carol Szuky 31.07.2024

Are you constantly looking outward for answers in your business and motherhood journey? Carol Szuky, a multi-passionate entrepreneur and mother of four, joins me to challenge that approach. Discover the power of turning inward and trusting your intuition amidst the noise of external expectations. Carol reveals her strategies for reconnecting with your inner wisdom, building confidence, and cultiva...

Transforming Team Dynamics Through Retreats 24.07.2024

What if you could transform your team’s productivity and cohesion with just one well-planned retreat? On this episode, I’m pulling back the curtain on our upcoming team retreat in Boise, Idaho. You’ll hear about the magic of retreats in fostering deeper connections within remote and distributed teams. From the balancing act of coordinating logistics to the joy of shared experiences, I share person...

Overcoming Self-Doubt and Building Confidence with Angela Masciulli 17.07.2024

Feeling stuck in self-doubt as a mom and business owner? This episode is your confidence boost! Today I sit down with Angela Masciulli, a confidence coach who's been there. We'll tackle the nagging voice of self-doubt head-on and share powerful strategies to build rock-solid confidence.  Learn how to silence your inner critic, embrace your unique strengths, and stop comparing yourself to...

Avoiding Burnout in Mompreneurship with Jenna Rykiel 10.07.2024

Are you on the brink of burnout while trying to balance your business ambitions and the demands of parenthood? Today, I sit down with Jenna Rykiel, a business and mindset coach, to explore strategies for maintaining a healthy balance. Jenna shares her journey from corporate leadership to entrepreneurship, offering insights on setting boundaries, time management, and creating a fulfilling career al...

Growing a Business and Raising Kids with Laura Berens 03.07.2024

Join me as I talk with Laura Berens, the founder of Love & Fit. Laura turned her postpartum needs into a pioneering activewear line featuring moisture-wicking, nursing-friendly sports bras, and stay-put leggings. Hear how she evolved from managing her e-commerce business solo to leading a team and coaching other entrepreneurs to success. Laura Berens launched Love & Fit in 2017 to provide...

Finding Harmony in Business and Family Life with Tanya Alvarez 26.06.2024

Struggling to balance a thriving business and a bustling family life? Tanya Alvarez, founder of Owners Up joins us today for an awe-inspiring episode in which she tells us how she does it. Our discussion underscores the power of community and accountability in achieving personal and professional goals. Discover tailored strategies for maintaining momentum, whether you're an overachiever or a...

Uprooting Your Family 19.06.2024

Summer vacation can make balancing a home, business, and kids feel chaotic. But today I'm sharing how to turn this time into rejuvenation and strategic planning for your business. Learn from my experience running an operations agency while parenting - how to manage operations without sacrificing family time. We'll explore strategies to pare back involvement, creating space for rest and c...

Thriving as a Parent and Entrepreneur with Taylor McMaster 12.06.2024

Balancing business ownership with parenthood can feel like juggling flaming swords, but Taylor McMaster has turned it into an art form. In this episode, we sit down with her to uncover how she manages a thriving client account management agency while raising her 10-month-old daughter, Stella, alongside her husband and business partner, Jamie. Taylor’s journey is filled with unexpected joys and a s...

When Does Grace Become an Excuse? with Meredith Noble 05.06.2024

Balancing business and motherhood is no easy feat, but it’s a journey filled with profound insights and surprising rewards. Today I'm joined by the inspirational Meredith Noble, co-founder of Learn Grant Writing and mom. Her story is one of grit, grace, and growth as she manages a thriving seven-figure online membership while navigating early motherhood. From dealing with her husband’s freque...

From Classroom to Real Estate Leader with Rosemary Lewis 29.05.2024

Rosemary Lewis joins us in this episode to share how an elementary school teacher can become a powerhouse in real estate and community leadership. We navigate the waters of embracing entrepreneurial risks, locating hidden talents, and creating Real Estate Bestie, a sisterhood that revolutionizes the way women in real estate balance their professional aspirations with their personal values. Rosemar...

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