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Podcast Episode

Jay Parker | The Long Game w/ Jay Roberts #28

The Long Game··6 August 2026·46 min

About this episode

On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with Jay Parker, CEO of Douglas Elliman’s Florida region and President of Douglas Elliman Development Marketing in Florida.Jay shares how moving from Toronto to Miami, attending the University of Miami School of Law, and building a career in real estate helped shape his approach to leadership, relationships, and business.He explains how Douglas Elliman grew from a small Florida operation into one of the state’s leading luxury real estate platforms, with more than 1,000 agents and a new development pipeline approaching $20 billion.Jay and Jay also discuss the rise of branded residences, what makes luxury developments successful, why Florida’s real estate growth is not a bubble, and which South Florida markets still offer major opportunity.The episode offers valuable lessons on leadership, market expertise, team building, adaptability, and why playing the long game means staying passionate, disciplined, and committed to the process.🎯 TAKEAWAYS: • How Jay Parker helped grow Douglas Elliman’s Florida operation • Why Florida remains a major luxury real estate opportunity • What makes branded residences and new developments successful • Why South Florida’s current market is different from past bubbles • How agents can build lasting careers through expertise and consistency • Why strong relationships and leadership matter in businessStay up to date with Jay Roberts:Instagram: @jayroberts Website: ProsperGroup.com