I see him as the troll of the rap game. Look at the grin he's wearing in the Started From the Bottom video.
For me, he's just a really charismatic likeable guy when you realize he's not the greatest technical rapper nor the most serious. Take Care is a brilliant album if you take it for what it is.
My favourite Drake line;
'When I see that thing move (her ass), I just wish we would fight less and we would talk more'
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