The Boss Mom Podcast

Leveling Up & Legacy Building with Michelle Dempsey In this episode, we’re talking with Michelle Dempsey, the founder of Moms Moving On and the Moving On Method. Michelle’s journey from client-facing divorce coach to certification leader is filled with insights for anyone looking to scale their business, shift from hands-on work to leadership, or create a lasting legacy. Michelle and Dana discuss what it truly means to level up in your career, the emotional hurdles that come with leaving the “trenches,” and the deep impact of building a legacy through mentorship and certification.   Michelle shares her journey of overcoming imposter syndrome, learning to embrace leadership without losing authenticity, and creating a certification program that empowers a new generation of divorce coaches. If you’re ready to move from direct service to mentoring others or simply want to feel inspired by Michelle’s story, this episode is a must-listen.   Key Points Covered: Why Leveling Up is Hard for Women: Michelle dives into why women feel guilt or hesitation when moving from hands-on work to leadership, and how she overcame these challenges. Building a Legacy through Certification: Learn how Michelle’s Moving On Method certification program is changing the landscape of divorce coaching, offering real-world skills and mentorship to her graduates. Overcoming Imposter Syndrome and Scaling with Integrity: Michelle opens up about her struggles with self-doubt and the importance of scaling her business while maintaining high ethical standards. The Power of Deep Thought in Leadership: Dana and Michelle discuss why leaders need to prioritize big-picture thinking, vision, and relationship-building over daily tasks.   Episode Takeaways: Leveling up doesn’t mean losing touch with your audience—it can actually deepen your impact. Creating a certification program or mentorship opportunity is a powerful way to build a legacy and empower others. Real leadership requires making space for strategic growth and giving yourself permission to step back.   Resources Mentioned: Michelle Dempsey’s Moving On Method – Discover Michelle’s certification program and learn more about her work with divorce coaching.

Getting Focused on Your Business as a Mom In this episode of the Boss Mom Podcast, Dana dives into the journey of getting focused as a mom and entrepreneur. As Boss Mom prepares to launch its new website and shift into a media platform dedicated to supporting moms, Dana shares insights on clarity, focus, and setting milestones—tools every mompreneur needs for sustainable success. What You’ll Learn in this Episode: The Iterative Journey to Clarity – Why clarity isn’t a one-and-done discovery and how “clarity hangovers” are a normal part of the process. The Challenge of Staying Focused – How to recognize when you’re losing focus and why it’s okay to feel uncomfortable or nervous about new business strategies. How to Set Focus Milestones – Tips for setting achievable milestones that help you finish the important projects, even when new ideas and exciting distractions pop up. Finding Balance – Dana discusses the importance of aligning your business goals with your personal values and family life, especially for moms juggling work and caregiving. Why Listen? This episode is all about getting focused, building a business that works for you, and finding clarity in your purpose—all while navigating the unique challenges of motherhood. Dana offers actionable advice on keeping your focus sharp, handling the inevitable distractions, and setting milestones that will help you reach your goals without burning out. Links and Resources: Join the Boss Mom Community: Get updates on our new platform, resources, and more at Boss-Mom.com/community. BossMom+: Ready to go deeper? Join BossMom+ for more support, accountability, and resources to help you get focused on your entrepreneurial journey. Boss-Mom.com/join

In today’s episode of the BossMom podcast, Dana Malstaff sits down with Gina Conley, the inspiring founder of MamaStayFit. Gina’s journey from military officer to fitness coach started during her maternity leave, and she’s here to share how she built a successful business while navigating early motherhood.   If you’ve ever wondered how to start a business during maternity leave or felt the pull to do something creative for yourself while raising your little ones, this episode is packed with insights, tips, and relatable advice. Gina opens up about finding balance between her business and family life, setting boundaries, and the importance of showing up authentically, even when things aren’t perfect.   Tune in to hear Gina’s story and learn how you, too, can build a business that aligns with your passion, without sacrificing your role as a mom.   Key Takeaways: Gina’s transition from military officer to fitness coach and why she chose to start a business during maternity leave How she built her client base through word of mouth and social media while juggling the demands of a newborn The importance of setting boundaries as a new entrepreneur and balancing business with family life Tips on letting go and delegating tasks to grow your business without burning out The power of authenticity: why showing up as your true self is key to building a loyal audience Advice for moms feeling overwhelmed about adding fitness or self-care into their routines Where to Connect with Gina: Follow Gina on Instagram, TikTok, and YouTube: @MamaStayFit Visit her website for prenatal and postpartum fitness courses, childbirth education, and more: MamaStayFit.com   Resources Mentioned: If you want to learn more about Gina and her fitness programs, follow her on Instagram, TikTok, and YouTube. For info on her prenatal and postpartum fitness courses, childbirth education, or professional training, head to her website at MamaStayFit.com.   Join the Conversation: If you loved this episode, be sure to subscribe and leave a review! Share your thoughts with us on social media and tag us with your takeaways. You can also check out the BossMom community to connect with other amazing moms balancing life, business, and everything in between.

Welcome to a brand-new segment on the BossMom podcast, where Dana Malstaff and Krista (BossMom's Integrator and mom of 5) bring you unfiltered conversations about the intersection of motherhood and business!   In this teaser episode, Dana and Krista give you a sneak peek into the deep (and sometimes hilarious) discussions that are coming your way.   We’ll be exploring everything from balancing family life with running a business, to those vulnerable “bomb truths” about motherhood that no one really talks about. Expect to laugh, learn, and maybe even get a little uncomfortable as we talk through some of the biggest topics moms face today.   Episode Highlights: Are Your Kids Really Your Purpose? – Dana shares her perspective on why children aren’t your only purpose and how this mindset shift can free you to pursue more in life. Motherhood vs. House Management – We discuss the cultural confusion between parenting and housework, and why they’re not the same thing. Grieving and Running a Business – Grief is a part of motherhood and business, for all moms to varying degrees. We'll be sharing how we navigate this. Should Husbands Pay Wives for Meal Planning? – This question sparked an exciting debate about unpaid labor in the home, financial security, and negotiating support from your partner. The Wisdom of Children – Krista talks about the inherent wisdom of kids and how we can nurture that both in parenting and in our entrepreneurial lives.   If you’ve ever felt torn between being a mom and running a business—or if you’re just looking for some real talk from women who’ve been there—this episode is for you!

Let’s get real for a minute. Selling an online course can feel overwhelming, especially when you're juggling motherhood, marriage, personal growth, and all the other hats we wear. And just when you think you're ready to dive in, it seems like the whole world is launching courses (especially around fall, right when Amy Porterfield’s Digital Course Academy comes out, making it feel like courses are everywhere!). But here's the thing: you can totally do this. You can sell your course, and you can do it in a way that works for your busy mom life.   But how? That’s what we’re talking about today. Let’s get into it and break down the essentials of how to sell an online course and actually get people to buy it!

As more mothers enter the world of entrepreneurship, studies show that balancing passion and family can be overwhelming - even paralyzing. The pressure to turn a passion into a profitable business while keeping up with the demands of parenting can leave many feeling unsure of where to start or whether they have what it takes. With social media filled with perfect images of other moms seemingly "doing it all," it's easy to feel like you're falling short if your journey isn’t picture-perfect. But here’s the truth: Success doesn’t require perfection, and you don’t need to have it all figured out before you begin. What if instead of waiting for the "right time" or having the perfect setup, you took the chance by “failing forward”? Could being messy and imperfect actually be the secret to making your passion profitable? In this episode, I talk to cookbook and Substack author, Caroline Chambers, who built a successful business while balancing motherhood. She shares why action is the key to clarity and how to start small, monetize trust, and grow your passion without waiting for the perfect moment.   Things You’ll Learn In This Episode Why You Should Be Open to Change If you’re feeling stuck, it might be because the path you're on isn’t where your true passion lies, and trying something new could open doors you never knew existed. Are you holding yourself back by staying in your current routine? “Failing Forward” is Okay Success comes from learning, not perfection. What could you achieve if you let go of needing everything to be perfect and just started? Turn Trust into a Business Building real trust with your community encourages support and can create opportunities for making money. Have you thought about how you could turn the trust people have in you into something valuable?   Guest Bio Caroline Chambers grew up in the kitchen on her mom’s hip, learning how to cook in their Winston-Salem, North Carolina, home. Her professional food career began in her early twenties when she worked as a chef and caterer. After a stint in a professional test kitchen, Caro struck out on her own as a freelancer, developing recipes for a host of publications as well as brands such as Boursin Cheese and Kim Crawford Wine, and in 2018, she published her first cookbook, Just Married. In 2020—at the height of the COVID-19 pandemic—Caro began sharing her recipes and connecting with home cooks on Instagram (@carochambers ), and launched her newsletter, What to Cook When You Don’t Feel Like Cooking, which flew to the top of the Substack charts; her podcast, So Into That, followed in 2023. Caro's latest cookbook, What To Cook When You Don't Feel Like Cooking, is available for pre-order and will be out on August 13, 2024. Caro lives in Carmel Valley, California, with her husband, George, and their three young sons, Mattis, Calum, and Cashel—one of whom can almost always be found in the kitchen on her hip. Instagram: @‌carochambers Substack: What to Cook When You Don't Feel Like Cooking Cookbook: What to Cook When You Don't Feel Like Cooking   Check out this episode on our website, Apple Podcasts, or Spotify, and don't forget to leave a review if you had a blast listening to this show. Your review will help our show grow and help us connect with more amazing people like you. Thank you for being awesome!

For moms juggling businesses and family, the pressure to "do it all" doesn’t just feel overwhelming—it feels impossible. The push to work faster, harder, and longer leads to exhaustion, frustration, and a sense of failure when life doesn’t go according to plan.  For years, we’ve been sold the idea that hustle = success. But the more we embrace the hustle culture, the more we sacrifice our health, relationships, and happiness. There’s a better way to build your dream business, one that doesn’t leave you feeling drained. How would your life and business look if you didn’t have to do everything all at once? What if slowing down and focusing on fewer things actually made you feel happier and more successful? In this episode, I welcome back published author, keynote & TEDx speaker Jadah Sellner, who shares her “anti-hustle” approach to growing a business that nourishes your life instead of depleting it. If you've been feeling the pressure to juggle every role at lightning speed, this episode is your invitation to pause.   Things You’ll Learn In This Episode  Why hustling isn’t the only path to success Hustle culture tells us to go faster, do more, and never stop. But what if slowing down actually helped you achieve more? How to build a business that fits your life You can create a business that makes you happy and doesn’t leave you feeling tired all the time. How can you enjoy your work without feeling overwhelmed? Why saying "no" is important Not everything is worth your time. Learning to say "no" helps you focus on what really matters. What can you let go of to make more room for what’s important? Guest Bio Jadah Sellner is a bestselling author, business coach, international keynote speaker, TEDx presenter, poet, and host of the Lead with Love® podcast. She's the author of SHE BUILDS: The Anti-Hustle Guide to Grow Your Business and Nourish Your Life. She’s also the co-author of the best-selling book Simple Green Smoothies where over one million people have embraced this simple and healthy habit. As the founder of Jadah Sellner Media, Inc. and She Builds Collective, Jadah helps women build their businesses and their lives in a way that works for them—–with love. She has been featured in Forbes, O, The Oprah Magazine, and The Wall Street Journal.  When Jadah's not speaking on stage, you can catch her dancing to Beyoncé in her living room or sipping on a Chai tea latte by a cozy fireplace. She lives in the San Francisco bay area with her husband, daughter, and dog Beesly. Follow Jadah on Instagram Connect with Jadah on Facebook Join Jadah's professional network on LinkedIn Grab your copy of She Builds and start growing your business while nourishing your life. Visit shebuilds.com for more information. Join Jadah's supportive community for women entrepreneurs at the She Builds Collective, an Anti-Hustle Support System to scale your business & sustain your life. Get access to Jadah's Vision Planning Workshop for FREE using our exclusive promo code, BOSSMOM. Head to shebuilds.com/vision to claim your spot and start crafting your dream life and business. Learn more about Jadah's exclusive retreats for women entrepreneurs at jadahsellner.com/retreat. Join a community of inspiring women to create a plan for your big mission and vision!   Check out this episode on our website, Apple Podcasts, or Spotify, and don't forget to leave a review if you had a blast listening to this show. Your review will help our show grow and help us connect with more amazing people like you. Thank you for being awesome!   

Did you know that your personality type can dramatically impact how successful you are in business? It also might just be what’s holding your business back…the good news is: you can do something about it!   You might be amazing at connecting with people, or great at making sure everything is perfect. If you don’t manage these strengths, those same traits can slow you down and lead to burnout. The trick is to understand your personality and make it work for you, not against you.   How can understanding your personality make everything run smoother in your business?   In this episode, I talk about the BossMom Personality Quiz, and how it helps you figure out your type and how it might be helping or hurting your business.    Things You’ll Learn In This Episode    How your personality can hold you back Your unique personality can lead to early success but also to burnout or stagnation. How can recognizing this prevent overwhelm and keep you moving forward?   Pairing personalities to boost your success Leveraging complementary strengths can create magic in your business partnerships. How does a Social Sam work well with a Perfectionist Paige?   Systems for your personality  Creating systems that cater to our strengths can help us scale. Could your personality be keeping you from building repeatable processes?  

Many children of immigrant parents often feel more stress and worry than their friends because of family expectations.    From a young age, they feel like they have to pay back their parents for all their hard work and sacrifices. This can cause feelings of being overwhelmed, constantly putting others first, and having difficult relationships with family.   A lot of second-generation adults think they have to carry this burden by themselves because they feel it’s their responsibility. But sometimes, these expectations might not even match what they really want for their own lives.    Figuring out how to follow your own dreams while respecting your family’s wishes can feel like a hard thing to do. But what if it doesn’t have to be that way? Are you living the life you truly want, or the one others expect from you?    In this episode, founder of Unshaken Gens™ Allison Ly, explains how changing the way you think and setting boundaries can help you create better, more balanced relationships while staying true to yourself and your family. Things You’ll Learn In This Episode    -Recognize and Manage the Pressure of Expectations Second-generation immigrants often feel a strong need to live up to their parents' expectations. But how can you tell if you're living by your own values or ones that others have placed on you? -Start Setting Boundaries for Healthier Relationships Setting boundaries is key to building healthier relationships with your parents while still being true to yourself. What are some simple steps you can take to start creating these boundaries? -Shift Your Mindset to Break Free from Old Cycles It’s important to shift from feeling like you have to take care of everyone to feeling confident about living the life you want. How can you set an example for others without losing your own peace of mind? Guest Bio Allison Ly, founder of Unshaken Gens™, empowers 2nd Generation Adults to honorably care for their loved ones without sacrificing their own needs and dreams. Her Unshaken Confidence™ coaching program builds on her 6 years+ as a licensed therapist and personal journey as a daughter of immigrant parents.   Follow Allison on: Instagram: https://www.instagram.com/heyallisonly/ Coaching Website: https://www.heyallisonly.com/ Therapy Website: https://www.allisonlytherapy.com/   Learn the 3 Statements to Help You Start To Fall Back In Love With Your Family at heyallisonly.myflodesk.com/start  

In this episode, I take you back to the beginning of my journey with BossMom, which started almost a decade ago. I’m sharing why it’s so important to show up consistently, even when you don’t have all the answers, and how that persistence has shaped my path. ‌ Personal Growth in Business I dive into the heart of what business is really about—personal growth and development. While skills and trends are important, the real journey is the one we undergo as individuals. ‌ The Purpose of Boss Mom With BossMom evolving, I’m excited to share our new focus on trends, personal growth, and community building. My goal is to create a platform where we can share our stories, connect, and support one another in meaningful ways. ‌ The Vision for Boss Mom Looking ahead, I’m revealing my vision of transforming BossMom into a media engine that amplifies our voices and experiences as moms. This vision includes building a strong community where we can collaborate, support each other, and access valuable resources. ‌ We are committed to creating a safe, connected, and bold space within the BossMom Platform. Check out the links below to join the community and be part of this evolving journey. ‌ Links Mentioned: Join BossMom+ (www.bossmom.com/join) Join the BossMom email community (bossmom.com/comunity)