Jason Cheperdak: How a Billion-Dollar Team Built Systems Agents Never Leave

Jason Cheperdak: How a Billion-Dollar Team Built Systems Agents Never Leave

From Team Lead Talks by Andrew Becker

June 11, 2026 · 23 min

About this episode

Jason Cheperdak discusses how to build a high-performing real estate team through effective systems and metrics.

Building a high-performing real estate team isn’t about adding more agents. It’s about building systems that make growth sustainable. Jason Cheperdak shares how his team scaled through operations, support, and relentless focus on metrics. In this episode, Andrew Becker sits down with the founder of Shepherd Homes Group to discuss team building, scaling production, and why most operators underestimate infrastructure. In this episode: • How Jason structured a team averaging over $15M per agent • The support systems that drive higher production • Why data tracking is a competitive advantage • The marketing strategy behind a $600M production goal About Our Guest: Jason is the visionary founder of Shepherd Homes Group, the #1 real estate team in the DMV and a trusted leader in residential real estate, military relocation, and real estate investing. Recognized as Northern Virginia’s top agent for homes sold for the past three years and the DMV’s #1 Military Realtor for six consecutive years, Jason has built a reputation for market expertise, relentless service, and client-first guidance. After a disappointing home-buying experience of his own, Jason founded Shepherd Homes Group to…

People in this episode

Host: Andrew Becker

Guest: Jason Cheperdak

Topics covered

  • real estate
  • team building
  • scaling production
  • data tracking
  • marketing strategy

Keywords

  • real estate team
  • high-performing team
  • scaling
  • data tracking
  • marketing strategy

Mentioned in this episode

Organizations: Shepherd Homes Group

Places: DMV, Northern Virginia

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