1. Dee Brown, Los Angeles Clippers Director of Player Programs
The most interesting under-the-radar former NBA player and current executive that the Bulls could pursue on this list is the Clippers director of player programs and former point guard Dee Brown. During his playing days, the former Jacksonville University 6-foot-1 guard was a member of three different teams. Most of his NBA career was spent with the Boston Celtics (over the course of eight seasons).
Brown also received honors on the 1990-91 All-Rookie Team, and his career lasted until the 2001-02 season.
The run for the 51-year-old long-time NBA point guard started with the Orlando Magic (which was the team he retired with), as a special assistant to the operations in 2001-02. His next role in basketball coaching/management would come with the D-League Springfield Armor, as their head coach in 2009-10. He was then hired as a Detroit Pistons assistant coach in 2011-12.
In 2013-14, the first hiring of Brown to an NBA front office role came with the Sacramento Kings as their director of player development. He held that role until he resigned following the 2015-16 season. Brown took a step back as a Nuggets assistant coach the following year.
In a short span of time, Brown held four different roles in the Clippers front office. He started out as the director of player programs, and then worked his way into their general manager role for the G-League affiliate, and led into the executive director of integrated development and evaluation. The latter of those three jobs was the last he held before landing his current role.