Howard is a native of Fort Wayne, Indiana. He received his Bachelor of Arts Degree from Indiana University in 1989. Howard graduated from Indiana University School of Law – Indianapolis with a J.D. degree in 1993. Following law school, he received a prestigious offer to serve as a judicial law clerk on the Indiana Supreme Court, becoming the first African-American to serve in that capacity. While at the Court from 1993- 1994, he worked for the Honorable Richard M. Givan wherein he analyzed and researched legal issues on appeal and drafted memoranda for published majority opinions. From 1994 -1998, he was employed as an attorney with UAW Legal Services concentrating his practice in the areas of real estate, estate planning, and litigation. Following this, he accepted a job with the Office of the Attorney General of Indiana and later became the Section Chief of the real estate and tort litigation sections. Howard was responsible for all eminent domain and real estate matters involving the state of Indiana. In this capacity, Howard litigated cases and supervised 15 attorneys. He held this position until 2002, when he became the General Counsel for the Indiana Family and Social Services Administration. In this capacity, Howard provided legal and policy recommendations to the senior staff of an agency with a 5 billion dollar budget and over 10,000 employees. He also supervised 30 attorneys in the central and regional offices of the agency.
In December 2003, Howard became the managing attorney for the Indiana Department of Transportation wherein he supervised the legal department and provided legal and policy advice to senior staff on issues involving real estate, contracts and lawsuits. Howard is currently a founder and partner in the corporate law firm of Stevenson Legal Group, LLC where he practices in the areas of real estate, business & commercial law, municipal finance, civil litigation and entertainment law. Howard is also a registered civil mediator and an Adjunct Law Professor at the Indiana University Robert M. McKinney School of Law.