Prof. Wickamasinghe graduated from the Faculty of Medicine, University of Colombo with 1 st class honours in 2009. He topped his batch and was awarded 5 distinctions and 7 medals including the student of the year and the university prize for general merit. He was ranked first in the order of merit in both the selection exam (February 2013) and MD (Surgery) part II examination (August 2016) and received Dr. P R Anthonis Gold Medal for Basic Sciences in Surgery, Prof. P S S Panditharathne Gold Medal for Anatomy and Virasapillai Gabriel Memorial Gold Medal for General Surgery.
He was promoted to the post of Professor in January 2023.
His research interests include General and gastro intestinal surgery, anal sphincter dysfunction, medical education.