Long before he became famous as the sharp-tongued TV personality who launched the careers of pop stars, Simon Cowell was a rebellious teenager who dropped out of school and started his career in the mailroom at EMI. After a failed business left him nearly bankrupt, he found success by zigging where others zagged—initially by selling hit records based on TV shows like Power Rangers and WrestleMania. Eventually Simon got behind the TV camera himself, where his brutally honest feedback on shows like American Idol and The X Factor made him a household name. Today, through his company Syco Entertainment, Simon continues to discover new talent. His latest challenge: an upcoming Netflix show where he’ll try to build a boy band from scratch.This episode was produced by Josh Lash, and edited by Neva Grant, with research by Iman Maani. Our audio engineers were Patrick Murray and Jimmy Keeley.You can follow HIBT on X and Instagram, and email us at [email protected]. Sign up for Guy's newsletter at guyraz.com or Substack.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.