Investing in America’s Heartland with Sterling Anderson, Episode 33

February 13, 2018


Omaha may be best known for being the home of Warren Buffett, but Sterling Anderson is another budding investor making a name for himself in the area. Sterling is the founder of Overbrook Properties investing in single family and multifamily in Omaha, Kansas City and Atlanta. Today, he talks to us about scaling from wholesaling to multifamily, the Omaha and Kansas City markets and finding emerging sub-markets.



Key Market Insights

  • Born and raised in Omaha, but does more deals in KC

  • Started with wholesaling then moved to rentals and flips

  • Mentors helped him expand to multifamily

  • Inventory is tight in Omaha for flips, but you can find rentals all day

  • Likes North Omaha as a great rental market; rich in history and culture, but properties are inexpensive

  • Great areas for flipping in Omaha: Dundee, Benson, Papillion, Bellevue

  • Strong margins in this area days on market are running at 30-45 days

  • What’s Driving Demand? Schools, neighborhood, proximity to shopping and interstate

  • Omaha is seeing an apartment boom in midtown and downtown

  • The due diligence period is critical and ensuring the time period starts when we get all documents from the seller

  • Kansas City: Brookside, Prairie Village, Troostwood are higher end areas for flips

  • The Plaza is a popular destination spot that backs up to these neighborhoods

  • Railcar development in KC will be huge for the area

  • Staying on top of what’s happening through the internet and has a great team that will send reports

  • Up and Coming Areas in Omaha: Midtown and Goldcoast have gone through significant development

  • Up and Coming Areas in Kansas City: Troostwood, Troost street runs north and south and is under going a lot of development

  • Came close to buying his childhood apartment complex

  • Single Family Opportunities in Atlanta: Decatur and Kirkwood


Bull’s Eye Tips:

Winning Your Market: Pay attention to your market

Tracking Market Changes: Talk to people in the market, join the local REIA

Daily Habit: Prayer and meditation and writing goals twice a day



Best Business Books:

Multifamily Millions by David Lindhal 


Digital Resources


Driving for Dollars App 




Tweet This:

"If you’re doing direct mail, stay consistent"


"Due diligence starts when we get all documents from the seller"


"Omaha is seeing an apartment boom in midtown and downtown"


"The railcar development in KC will be huge for the area"


Places to Grab a Bite:

Big Momma’s Kitchen -

Biaggi’s -


Connect with Sterling:

Phone: 402-706-8234


Instagram: @sterlingvision and @overbrookproperties

Website: Overbrook Properties -


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