he has 2 nieces and a nephew, namely: Tanyette Chantel (born October 18, 1981), Melissa Lee (born July 10, 1984), and Joshua Aaron, (born April 15, 1986) all 3 of whom have appeared in the audience during various episodes of Pop Idol Season 1.

Dropped out of school at 16

During auditions for 'The X Factor', he made a bet with auditionee Paul Holt that he would pay him £50,000 if he got a #1 single. Holt was quickly signed by a record label - and backed by X Factor judge Sharon Osbourne - to release "50 Grand for Christmas" in December 2004, which only charted at #35 in the UK.

Is a vegetarian.

He worked as a mail boy at EMI, worked really hard and eventually got to be a music producer.

Made his screen debut in 1990, on the UK TV series 'Sale of the Century', his prize for winning - Kitchen Utensils.

During an auditioning, a female participant told Simon and the other judges that she quit her job at a hair salon so she can pursue her dreams on American Idol; when getting rejected, Simon had asked for the phone and called the owner of the participant workplace where the rejected contestant got her job back.

His sister's husband is the cousin of pop star Robbie Williams.

His girlfriend is Terri Seymour. [2004]

Has 3 half-brothers, John, Michael and Tony, a half sister, June, a biological sister, Lindsay Elizabeth and a younger brother Nicholas Cowell.

In 2007, Forbes Magazine estimated his earnings at $45 million for the year.

His best friend is his London neighbor Jackie St Claire.

Says that the first time he gave a criticism was at age four when he looked at his mother's white fuzzy pillbox hat and remarked "Mum, you look like a poodle" [Source: His book "I Don't Mean to Be Rude, But..."]