Mr. Flanagan was born in the South Shore neighborhood of Chicago's South Side. Upon leaving Chicago, Mr. Flanagan attended the world-renowned Howard University where he honed his writing skills as a print journalism major. Upon returning to Chicago, Mr. Flanagan worked at several top radio stations before beginning his legal career.
Mr. Flanagan has gained significant experience while working as an associate at two of Chicago's top personal injury law firms where he has recovered hundreds of thousands of dollars on behalf of a wide array of clients who were victims of personal injury or wrongful death. Recently Michael was named a 2020 Rising Star by Super Lawyers, a distinction awarded to only 2.5% of lawyers under 40 in the State of Illinois. He was also named a National Black Lawyer Top 40 Under 40 Lawyer for the State of Illinois.
During his legal career, Michael has held the position of law clerk for the Honorable Matthew Kennelly in the United States District Court for the Northern District of Illinois where he assisted the court with numerous jury trials. Simultaneously, he was also awarded a prestigious fellowship as a law clerk in the Cook County Bureau of Finance where he assisted in drafting contracts and advanced legislation. As a law clerk, Michael garnered extensive experience in every step of the personal injury litigation process including drafting motions and second-chairing personal injury arbitrations and trials. Michael attended law school at Loyola University Chicago School of Law where he began his extensive studies of personal injury matters and was deeply involved in the National Black Law Students Association and the Sports and Entertainment Law Society. He also spent significant time in China as part of the Loyola University Chicago School of Law's study abroad program.
As a native Chicagoan, Michael remains deeply involved in his community as a member of the Apostolic Church of God and Union Lodge 155 PHA, Free and Accepted Masons. In 2019, Michael was appointed to serve on the Board of Directors of the Cook County Bar Association, the oldest bar association of African-American lawyers in the country. Mr. Flanagan has volunteered as a mentor for the Chicago Bar Association's Juvenile Mentoring Initiative Program where he actively engaged with and advised teenagers who were serving probationary sentences for non-violent offenses. He also has served as a tutor at Minority Legal Education Resources (MLER), a non-profit organization designed to assist minorities in passing the bar exam.
During his spare time, Mr. Flanagan enjoys traveling, biking, swimming and playing and watching sports of all kind including ALL of Chicago's sports teams, even if they occasionally disappoint him!