Derrick M Fleming Jr



Derrick M Fleming Jr


When you think of style and class & organization and structure…Derrick is the man to make it happen. With a heart to serve and a passion for youth; Derrick brings electrifying energy to any atmosphere. With over 8 years of experience in youth development and over 5 years of project management experience; Derrick brings a level of problem solving skills that will make anyone feel at ease while having fun in the process.

This is Derrick M Fleming Jr and he serves Chicago Scholars as the Director of College Access. As Director of College Access, Derrick is responsible for all aspects of the Scholars college application process including but not limited to training, counseling, and support to ensure that Scholars matriculate to the best match-fit school. In addition, Derrick manages a team of 35+ individuals.

Derrick is also the founder and CEO of The Gent Enterprises LLC (TGEL). TGEL is a social enterprise consulting and partnerships firm focusing on Project Management and Coaching. TGEL’s mission is to provide high quality consulting and project services that allows individuals, organizations, companies and others to reach their personal or professional goals and outcomes; while treating them and their stakeholders, clients or customers with grace and class. While doing this, 10-30% of dollars earned by TGEL goes back into local low-socioeconomic communities to support youth and their families both nationally and internationally. TGEL Strives to be social enterprises of GOOD and COURTEOUS service.

Derrick, also known as “Derrick The Gent”, is an Empowerment & Life Style Coach where he counsels individuals and groups to reach their fullest potential by challenging them head on. Derrick has also traveled our great country speaking to thousands of youth, college students and young adults about the Power of Skill Identity; 2P+E= Plan, Prepare & Execute; Unlocking Your Potential and more.

Derrick’s personal mission statement is “To be a lifelong servant, learner, change agent and KINGDOM MAN that operates within his God given authority: to serve, protect, oversee and give back; while building his personal / professional brand and securing an honest future for himself and those connected to him; being loved and respected, while maintaining financial stability and multiple streams of income; and finally being remembered for the lives he has touched and changed”.

Derrick was born on the Southside of Chicago, IL and witnessed many things that could have persuaded him to choose a different path of life. Derrick is a Chicago Public School alum and later attended Alabama State University (ASU) in Montgomery, Alabama where he received a Bachelor of Arts in Communications.

After graduating from college in December 2010, Derrick moved back to Chicago, IL and started his career as an academic coach with Metropolitan Family Services. During his time as an academic coach, Derrick was able to take academically low performing students in second and sixth grades and was able to build a program that allowed for his student’s math and reading scores to increase via the web.

After Derrick’s time as an academic coach, in January of 2012 he accepted an internship with The White House in Washington, DC under President Barack Obama administration called the Public Service Leadership Internship Program. Upon moving to Washington DC, Derrick worked in the Office of Scheduling and Advance. After the internship, Derrick was hired as a White House Advance Associate where he continued his work to advance (develop) and staff both official and political events for President Obama. During his time as a White House Staffer, Derrick grew professionally and gained major experience working besides Political, Government and Military officials.

While serving his country as a White House Advance Associate, Derrick decided to attend graduate school. He moved back to Chicago, IL and later received his Master of Science degree in Nonprofit Management from Spertus Institute of Jewish Studies in August of 2013. After graduating with his masters, Derrick accepted a full time position with Youth Guidance: Becoming a Man (BAM) Program where he once served as a direct service counselor (BAM Counselor) and later served as a BAM Program Supervisor overseeing and managing clinical counseling, male intervention and male mentorship programs in conjunction with Chicago Public Schools. During his time with Youth Guidance: BAM, Derrick impacted over 4,000 young men of color to become pursers of their goals and dreams; many of those young men matriculated to college, military, trade school and/or the workforce.

Derrick is a brother member of Alpha Kappa Psi Professional Business Fraternity, Inc. Derrick is or has been affiliated with many organizations and/or groups in Chicago, IL, Washington, DC and Montgomery, AL. Derrick currently serves of the Board of Directors for the Illinois Caucus for Adolescent Health (ICAH), Junior Board for Youth Guidance (YG) and a founding Board Member with Urban Male Network (UMN); all organizations are pillars in the Chicago community supporting youth and young adults. When asked to give advice to college bound scholars, young adults and/or seasoned career professionals this is what Derrick had to say, “You can’t control life; the only thing in life you can control is how you respond to life. So get up and keep moving because you were birth with a purpose, you are destined for greatness and you have a light that shines…so shine on”. Derrick loves love and life. He enjoys the arts, having a very active life, great music, traveling and spending time with those closes to his heart.