The Boss Mom Podcast

Dana Malstaff
The Boss Mom Podcast

Motherhood and business aren’t meant to be done alone. The Boss Mom Podcast isn’t just a collection of conversations—it’s your decision support, your permission slip, your place to laugh, cry, and connect. Hosted by Dana Malstaff, founder of Boss Mom LLC, this is your new home base, where you’ll find mom-centric business advice, the raw truth about being a mom with big dreams, and a ton of hope and proof that you can reach all of your goals. No matter what stage of motherhood or business you’re in, we’re here for all of it. From big decisions to little wins, we’ve got your back. Think of us as your biggest advocate, helping you build the business and life you love, one episode at a time.

  1. NOV 14

    The Single Married Mom Phenomenon

    In today’s episode, Krista and Dana dive into the all-too-relatable concept of being a "single married mom." What does that mean? It’s that feeling of navigating family life, raising kids, managing a home, and even running a business solo—even if you technically have a partner. If you’ve ever felt like you’re carrying the weight of it all by yourself, you’re not alone, and we’re here to unpack what this experience is, why it happens, and how to find support that truly helps. Topics Discussed: The Reality of Being a "Single Married Mom" Why so many moms feel like they’re parenting and running a household alone, even with a partner. The complex realities of balancing motherhood, business, and life responsibilities solo. Creating Systems Without Feeling Robotic How setting up simple systems can be a lifesaver in managing family logistics. Why these systems create breathing room for deeper connection with family and partners, helping us focus on what really matters. Why Paying Moms for Their Work Isn’t the Solution Breaking down the idea of assigning monetary value to stay-at-home or working moms. The real “pay” we need: feeling valued, seen, and connected with our partners and families. Shifting from Keeping Score to Building Connection How true partnership is about collaboration and appreciation, not keeping score. The role of community in helping us feel understood, especially when navigating feelings of overwhelm and burnout. Communicating Our Needs with Our Partners The importance of understanding and sharing our love languages to build supportive, balanced relationships. How finding the right support and having honest conversations can make partnership more fulfilling. Boss Mom Plus – A Community for Real Support and Connection Discover how Boss Mom Plus offers a safe space to discuss the challenges of motherhood, business, and relationships with like-minded women who truly get it. Key Takeaways: Being a “single married mom” isn’t about fault or blame; it’s about finding ways to feel supported, connected, and valued in the relationships we share. When we create manageable systems for the essentials, we open up more space for meaningful moments with our family. And ultimately, having a community where we can talk openly with other moms helps us build stronger relationships at home. You’re not alone in this journey, Boss Mom—you have support, tools, and a community that’s here to walk with you every step of the way. Resources Mentioned: The Systems Mindset book, for creating practical routines in daily life. Boss Mom Plus – Join the Boss Mom Plus community for support, advice, and connection with other moms navigating similar challenges. Link: bossmom.com/join Join the Conversation: If this episode resonated with you, let us know! Share your experience of the "single married mom" feeling and connect with other moms going through the same. Tag @danamalstaff on Instagram, or join our community at Boss Mom Plus to dive deeper into the topics we discussed today.

    26 min
  2. NOV 8

    Leveling Up & Legacy Building with Michelle Dempsey

    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.

    29 min
  3. OCT 31

    Getting Focused & Creating Clarity In Your Business

    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

    13 min
  4. OCT 24

    Starting a Business During Maternity Leave with Gina Conley from MamaStayFit

    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.

    38 min
  5. Mom Truths - A new segment with Dana & Krista

    OCT 17

    Mom Truths - A new segment with Dana & Krista

    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!

    39 min
  6. OCT 3

    How To Ditch Perfection and Fail Forward to Succeed w/ Caroline Chambers

    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!

    51 min
  7. SEP 27

    How to Embrace Anti-Hustle Culture in Your Business w/ Jadah Sellner

    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!

    35 min
4.6
out of 5
349 Ratings

About

Motherhood and business aren’t meant to be done alone. The Boss Mom Podcast isn’t just a collection of conversations—it’s your decision support, your permission slip, your place to laugh, cry, and connect. Hosted by Dana Malstaff, founder of Boss Mom LLC, this is your new home base, where you’ll find mom-centric business advice, the raw truth about being a mom with big dreams, and a ton of hope and proof that you can reach all of your goals. No matter what stage of motherhood or business you’re in, we’re here for all of it. From big decisions to little wins, we’ve got your back. Think of us as your biggest advocate, helping you build the business and life you love, one episode at a time.

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