He won the 2010 Caine Prize for African Writing for his second short story "Stickfighting Days," which was originally published in Chimurenga.
On 5 July 2010, Terry won the Caine Prize for African Writing, ahead of such other African writers as Ken Barris (South Africa), Lily Mabura (Kenya), Namwali Serpell (Zambia), and Alex Smith (South Africa).
[5][6] Judges chair and literary editor with The Economist, Fiammetta Rocco, said: Ambitious, brave and hugely imaginative, Olufemi Terry's Stickfighting Days presents a heroic culture that is Homeric in its scale and conception.
The execution of this story is so tight and the presentation so cinematic, it confirms Olufemi Terry as a talent with an enormous future.
[2][3] He says the Caine Prize would be useful as it would assist in the publication of his debut novel, called The Sum of All Losses.