For founders, entrepreneurs, business owners, leaders, and anyone navigating a new chapter, this episode explores why you don’t have to start over to reinvent yourself—and how taking action can create clarity when the path ahead feels uncertain.
Change often challenges more than our plans. It can disrupt our identity, confidence, and sense of direction. Whether you are facing an empty nest, career transition, changing business, personal setback, or unexpected opportunity, moving forward may require reframing what is happening rather than waiting until you feel completely ready.
Jennifer Loehding sits down with Debbi DiMaggio, a top 1% real estate professional, six-time author, TEDx speaker, podcast host, and mindset coach who has spent more than 35 years helping people navigate change. When her children left for college, Debbi began a decade-long reinvention that expanded her life beyond real estate into writing, speaking, coaching, philanthropy, and endurance challenges.
Debbi shares why reinvention doesn’t always require leaving your career behind, how she completed the Los Angeles Marathon primarily through mindset, and why movement often comes before confidence. They also discuss resilience, accountability, reframing challenges, the Great World Race, Girls on the Run, preparing for a TEDx talk in South Africa, and the surprising connection between Debbi’s tenacity and her famous relative, Joe DiMaggio.
Chapters
00:00 Reinvention Starts With Motion00:52 Welcome to Starter Girlz01:09 Meet Debbi DiMaggio07:02 The Journey Into Real Estate13:39 Mindset and Personal Growth18:22 Navigating Change and Accountability23:44 The Great World Race Initiative28:40 Debbi’s TEDx Journey29:53 The Marathon Mindset31:10 Reframing Challenges33:44 Grit and Tenacity in Life37:04 Defining Success44:12 Family Legacy and Joe DiMaggio
About Debbi DiMaggio
Debbi DiMaggio is a top 1% real estate professional, six-time author, TEDx speaker, mindset coach, philanthropist, and host of the Mastering the Art of Success podcast.
With more than 35 years in real estate, Debbi has built her career around helping people navigate meaningful transitions and move confidently into their next chapter. Her work extends beyond real estate through writing, speaking, coaching, and her Mindset in Motion philosophy, which encourages people to build confidence, clarity, and momentum through intentional action.
She is also leading Debbi Runs the World, an initiative supporting Girls on the Run while inspiring people to identify, share, and pursue meaningful goals of their own.
Connect with Debbi DiMaggio
https://debbidimaggio.com
https://debbirunstheworld.com
https://networkdebbi.com
https://www.instagram.com/debbidimaggio
Connect with Starter Girlz
https://startergirlz.com
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