It was the first show in which Leonardo DiCaprio debuted as an actor. Growing Pains, nevertheless, remains his first-ever successful TV show, with which he appeared in episodes from 1991 to 1992. Yes, both of these Hollywood luminaries got their start on the same TV show! While discussing about Brad Pitt and Leonardo Dicaprio first TV show, the viewers could sense the nostalgia that both of them felt. According to Brad Pitt, "However, we did begin our careers on the same television show," Pitt explained.