Bebe Cool is a three-time winner of the Artist of The Year Award at the Prestigious HiPipo Music Awards and won several accolades at Pearl of Africa Music Awards (PAM Awards). He was nominated for the Kora All-African Awards in 2003 and 2005. He has toured in the United Kingdom and the United States. Two of his popular singles are “Fitina” and “Mambo Mingi”.

In 2008, Bebe Cool performed for the Nelson Mandela 90th Birthday Tribute in Hyde Park, London. He was also named by Nelson Mandela as one of the 46664 African ambassadors. 46664 is a campaign of raising awareness against HIV/AIDS that was initiated by the late Nelson Mandela.

In January 2010, he was injured when a policeman shot him in the leg.

On 11 July 2010, Bebe Cool was performing at the Kyadondo Rugby Club when a bomb set by Somali Islamist terrorist group al-Shabaab exploded (July 2010 Kampala attacks). According to Cool, “Most people who died were just in front of me. The blast was so loud—the next thing I saw were body parts flying over.”

In 2013, Bebe Cool had a music battle with one of Nigeria’s top artists D’banj in a neutral place, Glamis Arena Harare Zimbabwe. The show was organized under the theme “Battle for Africa”. Bebe Cool put up a great performance at the battle.

In 2014, Bebe Cool’s remade Born in Africa remix song, a remake of the late Philly Lutaaya’s song was voted among Africa’s greatest songs of all time.

Bebe Cool won one Afrima award for the best East African male artist in 2018.

On 3 August 2018, at a concert called The Golden Heart, Bebe Cool fundraised to sponsor five children with heart diseases to receive medical treatment in India.