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Welcome to Target Market Insights. A podcast to help real estate investors navigate neighborhoods through the lens of local experts. In each episode, we speak to local specialists to learn about their market, useful tips, and the latest trends and developments. This show is designed to help you with the insights you need to win your target market.

Mar 5, 2019

After joining the Navy out of high school, Greg Dickerson started a remodeling company and turned it into one of the largest development firms in the area. His trick was to find the best people and give them the systems and tools to be successful.  Over the past 20 years, he has bought, developed and sold over $200 million in real estate. On today’s show he shares show investors can build strong teams and manage contractors more effectively. In addition, he shares his thoughts on opportunities throughout the DC and Virginia area.


Key Market Insights

  • Natural born entrepreneur, even as a little kid
  • Dad told him he needed to make money to pay for martial arts
  • Went into Navy out of high school
  • Started remodeling company that turned into one of the largest development firms in the area
  • Hired best people from the top competitors and turned them loose
  • Partnered with other professionals to create 12 businesses
  • Sincere desire to do everything it takes morally, legally, ethically to be successful
  • Contractors are great workers, not great business people
  • Imperfect people, working with imperfect products, in an imperfect world looking for a perfect outcome
  • Contractors need a clearly defined scope of work, timeline and need to be ready
  • Find professionals who are good at what they do, help them be more profitable, develop great scheduling system
  • Flip the pyramid – your job is to help everyone on your team
  • Norfolk, VA is a military area with strong naval base
  • From Virginia Beach, lived in Outerbanks and now in Charlottesville
  • Northern Virginia market has expanded rapidly and he is now focused on the DC Corridor
  • UVA is one of the main drivers in Charlottesville
  • What’s the highest and best use of that property
  • Development is getting more and more expensive
  • How receptive is the town, municipality of the development plan for vacant land?
  • Working on opportunity zone projects


Bull’s Eye Tips:

Winning Your Market: Know your market intimately

Tracking Market Changes: Statistical Data and Talk to Municipality

Daily Habit: Reading the Bible and Praying



Best Business Books:

Positivity by Harry Edelson


Digital Resources:



Tweet This:

“As an investor, you are a leader”


“Don’t do contractor deposits - the only way you can control the contractor is through the money”



Places to Grab a Bite:

Citizen Burger




Guadalajara Mexican Restaurant


Connect with Greg:



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