Back in 1999, when a little-known Queens rapper named 50 Cent caused a stir with his diss track “How to Rob,” several MCs responded. But it wasn't until Jay-Z freestyled on the Summer Jam stage that Fif knew he'd made an impact. “I'm about a dollar what the fuck is 50 Cents?” said Jigga. That line became the first of many barbs the two would trade over the years.
10. Jay-Z Disses 50 Cent (1999)