Usaama is a consummate court room lawyer and has focussed his practice on dispute resolution particularly in commercial and property law litigation. He is a member of the Public Law and Regulation desk and has vast experience in regulatory compliance.

Usaama obtained his law degree from Makerere University Kampala and a postgraduate diploma in legal practice from the Law Development Centre (LDC). He started his legal practice in 2012 with Kiwanuka & Karugire Advocates, one of the hallmark law firms in Uganda, raising through the ranks from a legal assistant to Senior Associate. Sheikh Usaama also possesses a first class High School certificate (Thanawi) in Islamic theological studies and Arabic Language of Bugembe Islamic Theological Institute.

Usaama is an enrolled advocate of the High Court of Uganda and all Courts of Judicature and has represented a diverse array of individual and corporate clients with a commitment and dedication focussing on finding solutions rather than over-lawyering. This is demonstrated by his clientele loyalty and growing list of victories. His rather calm and laid back demeanour belies a courtroom dinosaur. Usaama is a member of the National Resistance Movement (NRM) the ruling party in Uganda and participated in the 2016 and 2021 Presidential election petitions defending Yoweri Kaguta Museveni the incumbent President of the Republic of Uganda.

Currently Usaama is working with K&K Advocates as senior Associate. He is both a member of special legal team to the President and Directorate of Legal Services at the NRM. He is also the legal Advisor to the Sharia Advisory Council at Kibuli Muslim Headquarters.