Episode 23: Reinvention on Wheels with Connie Stowers: From Rock Bottom to the Real Eskater Movement episode artwork

EPISODE · Mar 11, 2026 · 57 MIN

Episode 23: Reinvention on Wheels with Connie Stowers: From Rock Bottom to the Real Eskater Movement

from Land Lady Listens · host Meg Hayden

What happens when you decide to completely rewrite your life story? In this powerful episode of The Landlady Listens, host Meg Hayden sits down with real estate entrepreneur and founder of the Real Eskater brand, Connie Stowers, to talk about transformation, resilience, and the power of believing in yourself—even when it feels delusional.After navigating divorce, sobriety, career uncertainty, and rebuilding her identity, Connie found unexpected healing through roller skating and turned it into a global community movement. Together, Meg and Connie dive deep into mindset, movement, entrepreneurship, and the courage it takes to pursue joy despite outside opinions.This episode is for anyone navigating major life changes, building a business, or feeling called to chase a dream others don’t understand. If you’ve ever wondered whether it’s too late to reinvent yourself—the answer is no.Main Topics Covered1. Connie Stowers’ journey from divorce and burnout to building a thriving real estate career2. How sobriety and roller skating became catalysts for personal transformation3. The meaning behind the Real Eskater brand and the mantra “Buy the skates.”4. Why movement, neuroplasticity, and practices like EMDR can help heal trauma5. The power of “delusional belief” and changing your internal self-talk6. Building communities and the unexpected growth of the SkateMate movement7. Entrepreneurship lessons: delegation, hiring support, and buying back your time8. Creating a life aligned with joy rather than society’s checklist for successKey Takeaways1. Delusional belief can be powerful. Believing in yourself before anyone else does is often the first step to real change.2. Transformation starts with small actions. Showing up, failing, and trying again builds confidence and resilience.3. Movement heals. Physical activity can improve mental health, help process trauma, and rewire the brain.4. You don’t have to do everything alone. Delegating tasks and building the right support system can accelerate growth.5. Joy is a compass. The things that light you up—your version of “buy the skates”—may be the very path to your next chapter.Guest Bio: Connie Stowers is a real estate entrepreneur, speaker, and the creator of The Real Eskater brand. After walking away from a traditional career and navigating a divorce, Connie rebuilt her life from the ground up—going alcohol-free, launching a real estate business, and discovering roller skating as a tool for personal transformation.Today she leads Team Real Eskater, a real estate team serving Rhode Island, Massachusetts, and Connecticut, while also building a global community through skating, storytelling, and personal development.Through her content, speaking, and coaching programs, Connie shares an honest look at reinvention—helping women navigating major life changes reclaim their confidence, rebuild their identity, and create lives they are proud of.Follow & ShareIf this episode inspired you, please follow, like, and share the podcast with someone who needs encouragement to chase their dreams. Your support helps more listeners discover the stories and strategies that empower them to build their own version of success.

What happens when you decide to completely rewrite your life story? In this powerful episode of The Landlady Listens, host Meg Hayden sits down with real estate entrepreneur and founder of the Real Eskater brand, Connie Stowers, to talk about transformation, resilience, and the power of believing in yourself—even when it feels delusional.After navigating divorce, sobriety, career uncertainty, and rebuilding her identity, Connie found unexpected healing through roller skating and turned it into a global community movement. Together, Meg and Connie dive deep into mindset, movement, entrepreneurship, and the courage it takes to pursue joy despite outside opinions.This episode is for anyone navigating major life changes, building a business, or feeling called to chase a dream others don’t understand. If you’ve ever wondered whether it’s too late to reinvent yourself—the answer is no.Main Topics Covered1. Connie Stowers’ journey from divorce and burnout to building a thriving real estate career2. How sobriety and roller skating became catalysts for personal transformation3. The meaning behind the Real Eskater brand and the mantra “Buy the skates.”4. Why movement, neuroplasticity, and practices like EMDR can help heal trauma5. The power of “delusional belief” and changing your internal self-talk6. Building communities and the unexpected growth of the SkateMate movement7. Entrepreneurship lessons: delegation, hiring support, and buying back your time8. Creating a life aligned with joy rather than society’s checklist for successKey Takeaways1. Delusional belief can be powerful. Believing in yourself before anyone else does is often the first step to real change.2. Transformation starts with small actions. Showing up, failing, and trying again builds confidence and resilience.3. Movement heals. Physical activity can improve mental health, help process trauma, and rewire the brain.4. You don’t have to do everything alone. Delegating tasks and building the right support system can accelerate growth.5. Joy is a compass. The things that light you up—your version of “buy the skates”—may be the very path to your next chapter.Guest Bio: Connie Stowers is a real estate entrepreneur, speaker, and the creator of The Real Eskater brand. After walking away from a traditional career and navigating a divorce, Connie rebuilt her life from the ground up—going alcohol-free, launching a real estate business, and discovering roller skating as a tool for personal transformation.Today she leads Team Real Eskater, a real estate team serving Rhode Island, Massachusetts, and Connecticut, while also building a global community through skating, storytelling, and personal development.Through her content, speaking, and coaching programs, Connie shares an honest look at reinvention—helping women navigating major life changes reclaim their confidence, rebuild their identity, and create lives they are proud of.Follow & ShareIf this episode inspired you, please follow, like, and share the podcast with someone who needs encouragement to chase their dreams. Your support helps more listeners discover the stories and strategies that empower them to build their own version of success.

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Episode 23: Reinvention on Wheels with Connie Stowers: From Rock Bottom to the Real Eskater Movement

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What happens when you decide to completely rewrite your life story? In this powerful episode of The Landlady Listens, host Meg Hayden sits down with real estate entrepreneur and founder of the Real Eskater brand, Connie Stowers, to talk about...

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