The Production Playbook with Matt Miale

Agent Interview Series ep. 03: Dan Leyden


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In this episode of the Agent Interview Series, we sit down with Dan Leyden, a top-producing agent, investor, and property management entrepreneur based in Stamford, Connecticut.Dan’s journey is anything but typical — from lobster traps and maple syrup in Western Massachusetts to property flipping and investment strategies in Fairfield County.He shares the lessons learned from his early investments, the challenges of building a real estate team, and the systems that now fuel his success across three separate income streams: real estate sales, investing, and property management.🎙️ Topics Covered:


  • How Dan built his first rental portfolio starting with $200 of Apple stock
  • The struggles of being a solo agent vs. joining a team
  • Why he ditched Zillow leads and focused on agent referrals
  • Lessons from starting, scaling, and restructuring a real estate team
  • Building a scalable property management business with over 70 doors
  • Using real estate to fund a lifestyle of family, freedom, and legacy


Whether you’re a solo agent, a team leader, or an aspiring investor, Dan’s story will inspire you to think bigger and work smarter.

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The Production Playbook with Matt MialeBy Mpower Productions | The Miale Team