Macaulay Culkin can go down in history as one of the richest child stars ever. In one particularly lucrative year, the young Macaulay raked in $18 million and landed himself on the Forbes list of richest celebrities. Unfortunately, in his case, more money meant more problems in the Culkin household. His parents eventually got divorced and battled over his trust fund. In 1998, after extensive court proceedings, Macaulay fired his parents Christopher Culkin and Patricia Brentrup and made the family accountant, Billy Breitner, responsible for the management of his fortune until Culkin reached the age of 18.