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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.

Apr 26, 2022

Dre is on a mission to inspire others and uplift communities through real estate education and leadership. A native of Chicago, his passion stems from his background as a former gang member. He is a U.S Naval Academy graduate, President Truman Scholar, and MIT Fellow.

Dre has over 98 doors under management valued at over $13M. He is the host of the Multifamily by the Slice podcast and co-hosts the #1 Real Estate meetup in San Diego called “Opportunity Knocks”.

We spoke to Dre about his unique background, the importance of education, and his massive growth.


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[00:01 – 06:02] Opening Segment 

  • Dre talks about his unique background.
  • How he got into real estate investing.
  • How he became an expert on underwriting. 

[06:02 – 15:30] A Leap of Faith

  • He talks about what made him quit the military academy
  • Dre takes a deep dive into his “why”
  • The importance of a healthy mind.
  • How listening to motivational speakers helped Dre.

[15:30 – 30:00] 4 to 98 Units

  • How Dre started educating himself on real estate investing.
  • How he got the equity needed for his first $2M deal.
  • Dre talks about how he jumped from 4 units to 98 units.
  • He talks about the vetting process and how transparent he is with his own background.
  • What to look for in people that you are going to work with.  


[30:00 – 35:32] Round of Insights

Apparent Failure:

Failing his first year at prep school.


Digital Resource:



Most Recommended Book:



Daily Habit:



#1 Insight for Investing:

Think about what you want to accomplish in life, you're why.


Best Place to Grab a Bite in Chicago: 

Giordano's Pizza


Contact Dre:

You can find Dre on Linkedin, Twitter, or Facebook. To listen to Dre’s podcast “Multifamily By The Slice” click here.

Tweetable Quotes:

“The healthiness of your mind is key”  - Dre Evans

“Think about what you want to accomplish in life, your why.” - Dre Evans

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