Condou's acting career began in the 1985 American TV Movie, The Key to Rebecca, as well as the 1985 movie Exploits at West Poley at the age of twelve. His TV career continued throughout his teens with appearances in such TV series as Robin of Sherwood and A Sense of Guilt. In 1987, Condou starred in the TV movie Every Breath You Take opposite British Actress Connie Booth, as Tom, a child who develops diabetes. He continued in his twenties, playing a variety of roles in series like Martin Chuzzlewit, Pie in the Sky, The Bill, Peak Practice and Urban Gothic. In 1995, he had an uncredited role in the movie Judge Dredd. Before his 2005 performance as Jonatton Yeah? in the Channel 4 sitcom, Nathan Barley, Condou made guest appearances in a number of British TV series including, The Infinite Worlds of HG Wells, and Midsomer Murders and had a part in the 2001 thriller Charlotte Gray where Cate Blanchett played the title role.