About Matchbox Legacy Holdings Team

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 Jackie Thompson brings over 40 years of experience in commercial and residential real estate, with a distinguished background as an accountant, investor, and strategic advisor. Known for her sharp insight and uncanny ability to pinpoint accurate property values, Jackie’s expertise ensures investors consistently achieve strong returns and profitable exits. She is a trusted leader in asset management and value-add multifamily investments, with a proven track record of guiding ventures to long-term growth. As co-founder of Matchbox Legacy Holdings, Jackie leads a team of top-tier real estate acquisition professionals and serves as the company’s guiding force—ensuring every decision is rooted in integrity, precision, and excellence. For Jackie, excellence isn’t a goal—it’s the standard. 

 Robyn DeSantos Thompson is an accomplished real estate professional and licensed agent with extensive experience in both residential and commercial real estate. With a strong background of improving real estate sales operations, Robyn brings a strategic mindset, operational expertise, and a deep network of industry connections that often provide access to exclusive, off-market opportunities before they’re publicly available. As a skilled project leader, she specializes in implementing transformative strategies that elevate real estate investment outcomes and streamline execution.