Leveling Up & Legacy Building with Michelle Dempsey

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.