I'll share my modest opinion, being someone with much less experience and knowledge than most of you here.
As a "casual" jazz fan, I listened to Oscar Peterson a lot. Dave Brubeck as well - basically artists whose albums are always included in those "top 10" lists....
I then developed a much deeper appreciation for jazz, and broadened my very limited "scope". I don't listen to Oscar Peterson any longer, other than through his collaborations.
What makes some artists so much more popular than others is a bit of a mystery to me, but I don't lose sleep over it. There are other artists in those "top ten" lists that I don't "get" (dare I say Miles Davis? Keith Jarrett? Late John Coltrane?). Perhaps some day I will. Until then, there is so much to discover, and so little time...