[5] In 1999, Benjamin was appointed by Democratic Governor Jim Hodges to lead the South Carolina Department of Probation, Parole, and Pardon Services, a position which he held until 2003.

[6] In 2002, Benjamin led an unsuccessful campaign for attorney general of South Carolina as a Democratic candidate, losing to Republican Henry McMaster by a margin of 11%.

[8] GoreNet was a group that supported the Al Gore campaign with a focus on grassroots and online organizing as well as hosting small dollar donor events.

[9] In 2010, Benjamin won a special election to become the mayor of Columbia, besting Kirkman Finlay III in a runoff to succeed Bob Coble.

[15] He serves as chairman of the Board of the Flex Association, a group representing gig worker companies like Lyft, DoorDash and Instacart.

[16] In February 2023, Benjamin was appointed to serve as a senior advisor to President Joe Biden and director of the Office of Public Engagement, succeeding former Atlanta Mayor Keisha Lance Bottoms.