At South Africa 1996 came the night the country still points to. In Bloemfontein, John Gbassay Sessay scored Sierra Leone’s first goal at a finals after 11 minutes against Burkina Faso; after the equaliser, Mohamed Kallon, on as a second-half substitute, won it a minute from time. Defeats by Algeria and Zambia followed, and that 2–1 remains Sierra Leone’s only victory at an AFCON.
The return took a generation. Sierra Leone were disqualified from qualifying for Egypt 2019, then needed to beat Benin in their final qualifier for Cameroon 2021 — and did, 1–0, through veteran striker Kei Kamara. In Douala, goalkeeper Mohamed Nbalie Kamara was man of the match as holders Algeria were held 0–0, and Alhadji Kamara’s stoppage-time equaliser earned a 2–2 draw with Côte d’Ivoire. A 1–0 defeat by Equatorial Guinea, with a late penalty saved, ended the run.
Sierra Leone missed Côte d’Ivoire 2023 and Morocco 2025, although they did beat the reigning champions Côte d’Ivoire 1–0 in qualifying in October 2024. The 2027 campaign starts under Didier Gomes Da Rosa, the French coach who took Botswana to AFCON 2025, in Group E with DR Congo, Equatorial Guinea and Zimbabwe. The top two qualify; the first test is Zimbabwe on 24 September 2026.