Masilo studied drama at Fuba Academy and later part time course with Market Theatre Lab.
He had role as Morena Lerole, the father of Baksteen (Innocent Masuku), in the SABC1 drama series Tshisa, in 2012. In 2013 he had a major role in the second half of the second season of the SABC1 drama series Skeem Saam as Charles Kunutu, Rachel’s uncle. Masilo appeared on numerious television drama which includes, Mzansi Magic’s Boomba & TT – Season 1as Skhumbuzo, Hola Mpinji! – Season 1 as Magents, Single Mothers – Season 1 as Joe and Streets of Mangaung as Maxwell.
He also appeared in South Aafrican films, Skeem (2011) as Vusi and Mad Buddies (2012).