Hassoum Ceesay attended Armitage High School, and Fourah Bay College, University of Sierra Leone.

[2] He continued to Canada's Saint Mary's University, in the Nova Scotia capital of Halifax, where he gained a Bachelor of Arts in history in 1999.

Ceesay was the features editor at The Daily Observer newspaper in Banjul and editorial writer from 1999 to 2006.

From January 2008 to August 2008 he was Deputy Permanent Secretary and Director of the Press Office for President Jammeh.

[2] Ceesay is a well-known face on Gambian television, where he frequently speaks on history topics and issues.