Drake would likely rise since he's been prolific since then. Logic and Kendrick would also probably see some gains.
It's tough to think of new entrants that might debut high on the chart, at least in pop/modern rap. If anything "mumble rap" is the standard these days and it would be pretty funny to see how the kodak/purp/yachty cohort compares to some of the other eras.
And nobody is unseating Aesop Rock. The man is one of a kind.
I was going to say that. Several years ago I saw either this list or a similar one on Reddit and a lot of comments wanted to know why Aesop Rock was missing. I grew interested and people gave "none shall pass" as a good first song to listen to if you want to get familiar with his work. My only problem with his stuff is that I have zero idea what he is talking about. It's basically just a lot of words jumbled together except for that song about the dog saving a little girl from drowning. I've heard it 50x now and still tear up.
That’s one of my favourite songs of all time. It’s an amazing example of poetry emphasized by music. Highly recommended, even if someone doesn’t like hip hop.
He's kind of a stunt rapper though, and had some dated offensive shock lyrics that are hard to listen to. I'd much rather listen to Aesop.
Mac Lethal might be up there too, not sure.