[1][2] Sherman was born on 16 February 1953, in Robertsport, Grand Cape Mount County, and graduated from St. John's Episcopal High School in 1971.
Although Sherman was a recent graduate from Harvard Law School, he was entrusted to manage the legal affairs of the firm's corporate clients, including Citibank, Chase Manhattan Bank, Tradevco Bank, and BCCI, along with engineering and construction companies Vianini, Leminkainen OY, Societa Lavori Porto Della Torre and Buccimazza Industrial Works.
[5] Running as the standard bearer of the four-party Coalition for the Transformation of Liberia (COTOL) in the 11 October 2005 presidential elections, Sherman placed fifth out of 22 candidates receiving 7.8% of the vote.
[7] Despite this result, an electoral complaint filed by rival candidates delayed the admission of Sherman to the Senate when winners of the 2014 elections were certificated on January 5, 2015.
[8] However, Sherman and another delayed senator, Bomi County's Morris Saytumah were certificated on February 16, 2017,[9] following a decision by the Supreme Court.