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Curtis Monday

About the Man

Entrepreneur, leader, motivator, radio personality and style icon are all words used to describe businessman Curtis R. Monday. He is refreshingly down-to-earth, yet undeniably set apart. From humble beginnings, Curtis has made millions – creating financial success for himself and members of his community. At 24, Curtis opened his first business, the Curtis R. Monday Insurance Agency, in Hazel Crest, Illinois. In September of 2015, Curtis expanded the business and opened a second location in Schererville, IN. The Curtis R. Monday Insurance Agency has consistently been among the nation’s top performing State Farm Insurance agencies.

Curtis launched both the Monday Investment Group, LLC and CRM Rental Properties, LLC n 2017. The Monday Investment Group, LLC is a residential redevelopment company that acquires, renovates, sells and holds real estate primarily in the Chicagoland area. CRM Rental Properties, LLC acquires and holds single family and commercial properties. Curtis’ work and investments are labors of love and commitment to promoting wealth creation and eradicating financial inequality within the African American community.

Curtis is a giver who uses humor, humility and personal disclosure to inspire diverse audiences to embrace financial education and discipline. Curtis empowers people from all walks of life to develop wealth building strategies, through a holistic approach that embraces social consciousness and spiritual health. He created and hosted Dollars and Sense, an informative, weekly radio talk show that aired on Chicago’s WVON for over a decade. The show was inspired from a dinner conversation that Curtis had with his white colleagues. The goal of the show was to provide the African American community the opportunity to have the “conversation” regarding the economy, entrepreneurship, politics and real estate.

In 2015 Curtis expanded his media platform and created the weekly radio show The Monday Morning Perspective. The show aired on WYCA 102.3 FM and focused on having conversations that touched on business, sex, religion and politics from a Christian perspective. In 2019, Curtis returned to WVON to become the host of The Urban Business Roundtable. Curtis’ goal with the show is to help the urban community leverage their purchasing power in order to influence the marketplace, to impact small businesses and to provide access to both business opportunities and capital.

Curtis is a true believer in “To those much is given, much is expected.” He gives back regularly by sharing insight and information. He has provided articles and commentary to a variety of publicly accessible platforms including Empower Magazine, N’Digo, TBT News Service, and his personal blog The Monday Morning Perspective.

Curtis has received numerous awards for his service, leadership, and business excellence including the Black Enterprise/Ariel Investment 40 Game-Changers Under 40, the Chicago Southland Chamber of Commerce Outstanding Leader Under 40, and the Woodstock Institute’s Community Investment Award for his commitment to eradicating financial inequality within the minority community and promoting wealth creation. Curtis has been featured in the Chicago Defender as one of their “50 Men of Excellence” in 2014 and in Chicago Crain’s Business Magazine in 2016. Curtis is a 2017 Fellow of the Chicago Urban League Impact Leadership Development Program.

Monday’s relatable personal stories, intermixed with urban pop culture themes, images and elements create a fresh approach to conversations about personal finance, and have made him a modern-day pied piper for all things financial. He is particularly effective at teaching young adults how to get their financial houses in order. Curtis is a sought after speaker on entrepreneurship, financial freedom, and Christian leadership. His messages are universally relevant and his style resonates with audiences of all ages.

Curtis holds a Bachelor’s degree from Northern Illinois University and an MBA from Illinois State University. He is licensed insurance professional and real estate investor. He lives and works in Chicago and is the proud father of a son (Chance Jordan Monday). Follow him on Facebook @Curtis R. Monday, Instagram @cmonday and Twitter @curtisrmonday.