Some of ya'll are seriously underestimating Jay in this thread. I'm not even a Jay stan like that but he would definitely murk Drake in this format, especially since performance is involved.
Jay has way more classic hip hop songs and B-Sides than Drake. Imaginary Players, Big Pimpin, 99 Problems, Dirt Off Your Shoulder, PSA, Dead Presidents, Encore, U Don't Know, Song Cry, So Ghetto, Hard Knock Life, Can't Knock The Hustle, Do It Again, Change The Game, Dear Summer, Where I'm From, Dynasty Intro, This Can't Be Life, A Week Ago, Story Of OJ, 4:44, Otis, nikka What nikka Who, etc. Any attempt from Drake to counter these songs with his own hard/lyrical tracks will lead to him getting embarrassed.
And, if Drake goes the commercial route, Jay can counter him with NIP, Izzo, Clique, The Beyonce collabs, Umbrella, I Just Wanna Love U, Frontin, Excuse Me Miss, Change Clothes, ESOM, Run This Town, On To The Next One, Heartbreaker, 03 Bonnie and Clyde, etc.
And Jay can also use features like Diamonds From Sierra Leone, DDA, God Did, I Got The Keys, I Love The Dough, Go Crazy, Seen It All, All The Way Up(Remix), Mr. Carter, So Appalled, Is That Your Chick?, What We Do, Money Ain't A Thang, etc.
It'll literally be a LOX vs. Dipset situation all over again where people will initially bet on Drake because of the hits and numbers but Jay will end up winning cause of his superior performance and song choices.