2008: ‘Tha Carter III’ by Lil Wayne

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After releasing an endless stream of mixtapes and earning his keep in the underground, rapper Lil Wayne found himself at the top of the hip-hop world by 2008. That made it the perfect time to release “Tha Carter III,” which famously sold 1 million copies in a single week. Not only did the work win Best Rap Album at the Grammys, but its most popular single, “Lollipop,” won Best Rap Song.