He previously served as Deputy County Executive from 2018 to 2025, but after his predecessor, George Latimer, resigned on January 2, 2025 to take his seat as member of Congress for New York's 16th district, lawmakers selected Jenkins to fill the position until a special election in February 2025.

After graduating college, Jenkins held various technical and administrative positions at companies including Verizon New York and Apple.

However, he was asked to stand down from his position in 1995 after he joined former Yonkers Mayor Terence M. Zaleski at a press event where he said busing students had "outlived its usefulness" in the city.

The NAACP executive branch upheld Jenkins's suspension as president and barred him from holding any other leadership position for four years.

[12] Latimer resigned as Westchester County Executive on January 2, 2025 after being elected to Congress to represent New York's 16th congressional seat.