Sherman's football career began with his local team Aries FC in Liberia before moving to Barrolle FC. After an impressive display at Barrolle he was signed by Liberian club
Barrack Young Controllers FC. Sherman spent a season with them and later moved to Sweden to join Harnosand FC. Cyprus League side
Cetinkaya TSK then signed him for the 2012–13 season. After a good season, he joined Lefke Türk S.K. and later moved to
Young Africans S.C. in the Tanzania League. He became one of the club's top forwards. After winning the 2014–15 Tanzanian Premier League,
Mpumalanga Black Aces F.C. signed him to a three-year contract, and he made his debut in a match against
Orlando Pirates on 8 September 2015.
Northern Cyprus Sherman Moved to
Cetinkaya TSK in 2012. He was said to have been in phenomenal form in the
KTFF Süper Lig, scoring 8 goals with
Cetinkaya TSK by February 2013 and was among the top scorers. Instrumental to
Cetinkaya TSK's 2012–13 title, he won the 2014–15 Tanzanian Premier League after transferring to
Young Africans S.C., making him the first
Liberian to win league titles in two different countries.
South Africa Sherman transferred to
Mpumalanga Black Aces F.C. in 2015. When the first half of the
2015-16 National First Division was over,
Mpumalanga Black Aces F.C. loaned him to
Santos Engen in the winter transfer window.
Santos Engen chief director
Zeca Marques commended the Liberian international as "arguably one of the best players we ever signed."
Malaysia In 2017, Sherman signed for
MISC-MIFA. He scored his first goal for them in a 3–3 draw with
UiTM F.C. and scored 6 goals by the end of September, finishing the season with 7 goals and 3 assists in 9 appearances, helping MISC-MIFA avoid relegation and extending his contract for the 2018 season. On 7 December 2018, Sherman signed for
Malaysia Super League club
PKNS. He helped PKNS FC retain its spot in Malaysian Super League by scoring 14 goals in 19 games. He went on to finish the 2019 season as the Super League Golden Boot winner. On 27 November 2019, Sherman joined
Malaysia Super League club
Kedah FA. He later signed for rival
Sri Pahang in 2023. ==Career statistics==