Sheridan Booth

Sheridan Booth of Hassocks, West Sussex, appeared on the show in March 1999, and became the second person ever, after Cheryl Turner, to walk away on the first tier of questions and win only £500.

However, he was discovered to be a criminal, committing hundreds of crimes; including drugs, theft, burglary, and even brutally killing his Golden Labrador puppy after it made a mess in his bedroom.

As a result Sheridan's £500 was discarded and his name was disgraced as he joined Neil Muir and Andrew Lavelle on the list of criminals. To this day, Cheryl remains the only £500 winner in the UK show's history.