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35 Years in Real Estate: Debbi DiMaggio on Mindset, Authenticity & AI

Debbi DiMaggio shares her 35-year real-estate journey, mindset strategies, and how AI & authenticity help agents and investors thrive in any market.

In this episode of RealDealChat, Jack Hoss sits down with Debbi DiMaggio — luxury real-estate icon, author, speaker, and coach at CoachWithDebbi.com — to unpack the habits, mindset, and authenticity that built her 35-year career.

Debbi reveals how she launched a brokerage during the 2009 recession, built lasting client relationships through transparency, and now teaches agents and investors how to create freedom using systems, collaboration, and…

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