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

Growing a Business and a Family with Rachel Azagury 22.05.2024

Embark on a journey of growth and transformation as we welcome Rachel Azagury, a cherished friend and client, to share her experiences of navigating family expansion and embracing change amidst significant shifts in her personal and professional life. From uprooting to Florida to orchestrating business transformations in Toronto, Rachel provides invaluable insights into balancing family, entrepren...

What to Do When Your Kids Are Out of School 15.05.2024

Summer's here, and for parentpreneurs, the juggle is real. In the thick of sunscreen-slathered days and impromptu popsicle breaks, I'll let you in on my playbook for keeping your business dreams on track while making the most of family time. This episode is your guide to scaling back gracefully, focusing on internal systems, and employing strategic thinking that can turn these warm, seem...

Why Doing Things Differently Bring the Most Success? with Holly Haynes 08.05.2024

Embark on a heartfelt journey with Holly Haynes as we navigate the tumultuous yet rewarding synergy of entrepreneurship and motherhood. Holly brings to the table her profound experience of molding a seven-figure business with the clay of corporate strategy, all while nurturing her twin girls and sustaining a full-time corporate career. This episode is a treasure chest brimming with wisdom on how t...

Playbook for Parenthood and Entrepreneurship with Amy Buchan Siegfried 01.05.2024

Amy Buchan Siegfried joins us today to share her playbook for combining the worlds of parenthood and entrepreneurship. She offers a goldmine of strategies for integrating the demanding schedules of both her family and business life, showing that it's possible to succeed at both without losing our sanity—or our sense of humor. This episode is for every parent out there playing construction tru...

Leaping from Corporate to CEO with Natalie Gingrich 24.04.2024

Have you ever wondered what it would really take to leave the corporate world and build a business that reflects your true values? If so, today’s episode is exactly what you need. I’m sitting down with the amazing Natalie Gingrich, founder of The Ops Authority , who knows a thing or two about taking big, bold leaps. Natalie didn’t just leave her corporate job—she completely redefined herself multi...

How to Not Resent Your Kids 17.04.2024

In this episode, I'm diving into a topic that might make some listeners uncomfortable: parental resentment. As a mom myself, I know firsthand how challenging it can be to balance the demands of raising kids with personal and professional aspirations. I share my own struggles and insights, emphasizing the importance of reframing our perspectives and embracing growth. By acknowledging our emoti...

Mastering Intentional Marketing and Intentional Parenting with Alise Lucero 10.04.2024

I’m so excited to share today’s episode with you because it’s packed with real-life insights about juggling business, family, and everything in between. I had the pleasure of sitting down with Alise Lucero, the Vice President of Client Success at Marketing Intent. With over 15 years of experience in marketing for alternative investments, Alise is a powerhouse when it comes to aligning sales and ma...

Becka Payne 03.04.2024

Becka Payne is a dedicated mom of three girls, blending SoCal roots with Northern Colorado charm since 2005. Armed with a degree in Sociology and Human Development & Family Studies from Colorado State University, she joyfully navigates family life with her husband, daughters, and rescue pups. Beyond her vibrant family, Becka excels as a senior pediatric sleep consultant, extending her expertis...

Amy Jordan 27.03.2024

Amy Jordan is a visionary Pilates entrepreneur, inventor, and proud mother of two. Transforming her Hollywood career in 2012, she founded WundaBar Pilates, now a multi-million dollar company known for infusing anatomy integrity into Pilates-inspired workouts. Her patented WundaFormer revolutionized the industry, leading to studio locations nationwide and her streaming platform, Wunda On Demand. Am...

Meg Casebolt 20.03.2024

Meg Casebolt is the founder of Love At First Search, an agency singularly devoted to helping online businesses get found in search results (like Google, YouTube & iTunes) & turn those new readers into leads, subscribers, and sales. Meg’s clients are entrepreneurs who are too busy changing the world to worry about things like website conversion rates and search traffic but still want their...

The Struggle with Giving Up Control 15.03.2024

In this special solo episode, I delve into the universal struggle of relinquishing control, particularly poignant for high-achieving women navigating the intersection of motherhood and entrepreneurship. Reflecting on personal experiences, I unpack the challenges and revelations that accompany the journey towards embracing vulnerability and letting go in both personal and professional spheres. Join...

Donna Cheung 06.03.2024

Donna Cheung and her husband Nouver are both local-born Canadians with family legacies from Hong Kong and Malaysia. They have 2 sons Silas and Elias aged 7.5 and 2.5 years old. They've spent the last 12 years building a Creative Video Agency together that is passionate about awakening the world through moving stories. They work with a small but mighty team on the West Coast that works with im...

Kyrie Blaney 28.02.2024

Kyrie Blaney, a dynamic entrepreneur, confidence coach, and motivational speaker, is a true powerhouse in empowering women. Through her businesses and coaching programs, she equips women with tools to embrace their inner strength and achieve their dreams. As a devoted mother, she champions work-life balance. Kyrie's diverse interests include outdoor adventures, literature, and podcasting, all...

Taryn Sowa 21.02.2024

Joining us today is Taryn Sowa, a seasoned podcast producer and growth strategist with a passion for optimizing every aspect of the podcasting journey. With her keen eye for detail and knack for maximizing efficiency, Taryn brings a wealth of experience to the table, having worked with a diverse range of clients, from solo entrepreneurs to established brands. Her mission is simple: to empower podc...

Amanda McKinney 14.02.2024

Amanda McKinney is a recognized Accountability Coach, and author of Amazon Best Seller: Why Not You? An Accidental Entrepreneur’s Guide To Success, and host of the top-rated podcast: The Unapologetic Entrepreneur. As an accountability coach, she helps accidental entrepreneurs set meaningful and realistic goals and then take action through her Follow-Thru Framework so they can relentlessly pursue t...

Martine Williams 07.02.2024

Martine Williams, a seasoned mompreneur, began her journey in a small town with dreams of a fairy-tale life alongside her high school crush. However, her story, like many others, unfolded into a narrative of challenges, self-doubt, and breaking free from burnout, she emphasizes that being stuck is a mindset, not a permanent position. Now, as a successful keynote speaker, public motivator, life coa...

Karlyn Ankrom 31.01.2024

Karlyn Ankrom is a wife, mom, and the founder and lead strategist of Oh Snap! Social. Karlyn is also the creator of the Fan Firestarter Framework, a new approach to social media marketing made specifically for businesses “tempted to fake their own death and flee to Tahiti at the mere thought of content creation.” Karlyn developed her user-friendly strategy after working for a decade with a variety...

Emily Wiseman 24.01.2024

Emily Wiseman, a Certified Fitness and Nutrition Coach with over 14 years of experience and a B.A. in Athletic Training, is on a mission to empower moms to live their best, healthiest lives without restrictive diets. Co-founding an online business with her husband three years ago, Emily has helped hundreds of mothers redefine their relationship with fitness, nutrition, and themselves. Her passion...

Joseph and Crystal Gruber 17.01.2024

Joseph and Crystal Gruber are the dedicated founders of Our Outpost, fueled by a mission to cultivate an authentic Catholic Culture in the contemporary world. With a focus on building profound individual relationships, they share formative materials through their podcast 'A Word from Our Outpost', exploring the profound principles of the Catholic faith and providing practical tips for tr...

Dan Englander 10.01.2024

Dan Englander is the CEO and Founder of Sales Schema, where he leads a team that helps marketing agencies with new business efforts, and the host of The Digital Agency Growth Podcast. But before this, Dan served as the first employee and head of new business at IdeaRocket and worked as an Account Coordinator at DXagency. He is also an author of books including Relationship Sales at Scale, Masterin...

Dave and Karine Ruel 03.01.2024

Dave and Karine, the dynamic couple behind Academie Altitude, co-own a thriving coaching business in the French market. As proud owners of Academie Altitude, a coaching academy that emphasizes authenticity, expertise, and deep connection, they've built a platform that not only helps others but also sets a powerful example for their clients and children alike. Their journey reflects a commitme...

Desiree Martinez 27.12.2023

Desiree Martinez is a YouTuber, Podcaster, author, award-winning social media creative content creator, and advocate for Women Creators. She has worked with hundreds of businesses and brands to help them grow their business with better content marketing. Desiree knows what it takes to help your business grow, build a community, and get leads through a very noisy news feed. As the founder of Women...

Jordan Langdon 20.12.2023

Jordan Langdon is married and a mother of 3. She is the Executive Director of Families of Character - a non-profit organization that empowers & equips parents to raise kids of good character. As a Licensed Clinical Social Worker, her experience in the Mental Health field, counseling and coaching parents for the past 19 years, has helped her identify the primary stressors parents experience whe...

Nicole Trick Steinbach 13.12.2023

Nicole Trick Steinbach is the Founder of Trick Steinbach LLC, the host of the Celebrate Brave podcast, and an International Bravery Coach. She helps women build their bravery and shows them how to stress and work less. She teaches women all over the world to build their own brave. Nicole’s framework of clarity, momentum, and accountability helps her clients set goals and establish the mindset they...

Alessandra Pollina 06.12.2023

Alessandra Pollina is the founder of Quotable Media Co., a PR and media agency which works to elevate women-led brands and produces Quotable: A Female Entrepreneur Podcast and Quotable Magazine. She also hosts PR workshops and educational programs for small business owners and runs the Female Founders of Boston networking group. Alessandra sits on the board of the Massachusetts chapter of the Nati...

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