Rashauna Scott
Founder and CEO of Flippin' In Heels. Principal broker and team lead of the Rashauna Scott Team at Keller Williams ONEChicago. She leads expansion for Prosperity Group, invests in the Keller Williams ONEChicago market center, and holds equity in its Bronzeville office. The front door to Prosperity for agents who want the commercial side of the business.
"It was important for me to open an office in the community where I lived, worked, and served."
across 140 transactions, according to her Homes.com profile.
Source: Homes.com, checked Nov 7, 2026.
Flippin' In Heels
A nationwide community for women real estate investors.
Licensed by 21
South Side, born and raised
Investor first, 10+ years
Flippin' In Heels, trademarked 2018
Send Rashauna your deal
Holding a property, a contract or an opportunity? Send it here and the right person on the team responds.
The open-house statistic, broken
Agents frown at an old industry rule of thumb: only a few percent of open houses ever produce the buyer. Rashauna didn't frown. She built the event. A hundred and fifty people in a room, sponsors on the walls, a client-appreciation night, a Cinco de Mayo party, an evening of Art & Real Estate. It is a big open house, and someone buys the unit.
Art & Real Estate
June 2026, The Blues District Residences
a unit sold
Cinco de Mayo
a unit sold
Client appreciation night
a unit sold
Next Flippin' In Heels event
Date to be announced
Prosperity Zooms
The ledger
The investor's agent
Her hashtag #TheInvestorsRealtor; private investing, tax liens, wholesaling, buy-and-holds and fix-and-flips. Her niche is helping clients acquire multifamily investment property; she developed her own strategy for raising and managing private capital. Her first flip started with $2,500 of her own money (Black Real Estate Dialogue, 2020).
Flippin' In Heels
A nationwide community for women real estate investors that hosts conferences, property tours and online summits and highlights women who are decision makers in the industry. Milestones: online summit 2018, Chicago property bus tour 2019, Invest Fest panel in Atlanta 2021, FemmePower brunch near Detroit 2022, Women In Real Estate Summit in Philadelphia 2023, Market Mondays Live in Chicago 2023 (aired on FOX 32 and the Earn Your Leisure podcast).
The Bronzeville office
One of four investor-leaders who opened Keller Williams ONEChicago's South Side office on East 47th Street in Bronzeville (announced December 2022), and a mentor in its agent mentoring program. "I wanted an opportunity where I could still be an individual, be in a position of ownership, create a legacy." (N'DIGO, 2023)
The Rashauna Scott Team
Residential and commercial brokers serving Chicagoland; listing agent for The Blues District Collection condos at 4704 S. St. Lawrence Ave, the building where the Art & Real Estate series was filmed.
Events, on brand, on every platform
She keeps Keller Williams ONEChicago, Midwest Investment Advisors and Prosperity Group events consistent with the brands' social media strategy across platforms.
In the workbook
Featured in the social media section of Keller Williams' Millionaire Real Estate Investor Workbook.
Teaching daily
Consistent educational content and bi-weekly sessions on business ownership and real estate; her rule: "Keep Educating Yourself", the K.E.Y.s to success.
Recognition
Chicago Association of REALTORS Top Producer, 2021 and 2022 ; Blavity "5 Chicago Changemakers to Keep an Eye On" 2018; Chicago Southsider "Women to Watch" 2022; features in Rolling Out (2018), Citizen Newspaper (2019) and WayMaker Journal (2025).
Education
B.A., Entrepreneurship and Business Management, Governors State University; coursework at DePaul University and Moraine Valley Community College.
Art & Real Estate, on Location Legacy TV
Longer conversations
The community that taught women to flip houses is stepping up to shopping centers, office buildings and large multifamily. In heels.
Working name: Flippin' In Heels: Position of Ownership
Women investors as decision makers on commercial deals, working Prosperity's buy box coast to coast with the Keller Williams network behind them, and Flippin' In Heels itself becoming the front door into Prosperity.
Three lanes into the work
Rashauna is building Prosperity's bench across the United States: agents who want their own personal development, want to learn the commercial side of the business, and will do what it takes to overachieve. Most start in the wider Keller Williams ecosystem. A few make it to Prosperity.
New to real estate? Your first step is KSCORE®.
Keller Successful Career Opportunities in Real Estate (KSCORE) is Keller Williams' path to a license: pre-licensing coursework delivered by Kaplan Real Estate Education, the state-approved provider, at no cost to you. Exam and license application fees are yours; scholarships run through the local market center. More than 21,000 graduates (Keller Williams, Sept. 2026); available in 30+ states.
Licensed? KW Commercial is open to you.
KW Commercial is Keller Williams' commercial division: more than 1,800 affiliated agents across the U.S. and Canada (Keller Williams, September 2026), open to any KW agent in good standing, no commercial experience required, with national training, Masterminds and a 30-60-90 onboarding.
Producing? Prosperity is the next room.
Only a few make it onto the Prosperity Group team. The ones who do work the buy box with us.