Sheppard was hired by the Denver Nuggets in 1994 as the team's senior director of team services and player relations. Sheppard was responsible for overseeing the team's public relations department, in addition to scouting players in the high school, college and international ranks.[3]
Washington Wizards
Sheppard was hired by the Wizards in 2003, serving as the team's vice-president of basketball operations under the newly hired president and general manager Ernie Grunfeld.
Sheppard served in various capacities with the franchise and was responsible for the team's rebuilding efforts, which saw the Wizards move on from Gilbert Arenas and placing a greater emphasis on drafting and developing players. Sheppard was considered influential in the team's decision to build around both John Wall and Bradley Beal.
Sheppard was appointed the interim general manager of the Wizards following Grunfeld's dismissal on April 2, 2019.[4] He was later named to the position full-time on July 19, 2019.[5][6] In November 2021, he signed a multi-year contract extension and was also given the title of team president.[7] He was fired on April 19, 2023, after the Wizards had missed the playoffs for two consecutive years.[8][9]