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

EPISODE · Jun 11, 2026 · 22 MIN

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

from Team Lead Talks · host Andrew Becker

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 goalAbout 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 create the kind of real estate experience families deserve—one built on protection, trust, and long-term strategy. Today, his team of 70+ agents and support staff offers full-service real estate solutions across the DMV, including property management, private financing, renovations, new construction, and wealth-building guidance through real estate.

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 goalAbout 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 create the kind of real estate experience families deserve—one built on protection, trust, and long-term strategy. Today, his team of 70+ agents and support staff offers full-service real estate solutions across the DMV, including property management, private financing, renovations, new construction, and wealth-building guidance through real estate.

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

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This episode was published on June 11, 2026.

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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...

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