7. In My Lifetime: Vol. 1 (1997): On his sophomore album, Jay started the long process of, in his own parlance, dumbing down for his audience to double his dollars. He tried out Diddified (or, at the time, Puff Daddified) gloss-rap on tracks like the Blackstreet-abetted, Glenn Frey-interpolating "The City Is Mine." But those smoother songs have aged well; the ...