ok 1st thing is 1st supajazz, you cant have a top 10 without Bobby. I mean, I'd add some other oldies, but I guess that's just - we'll never trully know, because as in sports, players come and players go and you can't compare different generations.
Bobby and a couple of DL'ers along with a couple of GpW'ers (and KK-ers come to mind) would duke it out with the new wave of players... but there is no real possible comparison. That being said, Bobby has got to be on every list. Like somebody said, when he got beat, threads were made.
Iced and Flea pwnt CTF but bobby was overall numero 1 without any doubt.

Whereas today the most constant duo would be Gry and Veg. Add SJ and you get todays top three over a period of the last couple of years (I'm not saying the situation right NOW is the same).

While reminiscing over the good old days another clan came to mind Killer Kings. Their leader Athlon KK pwnt. He came after players like Bobby, Gummi and Iced had maybe already got a bit bored with JJ2 and started playing a bit less. I think he managed a 10-7 game against bobby and we were all in awe of his skill.
I think the best i got against gummi was 10-1. Hell maybe it was even 10-0.
Funny though, I mainly knew her from the GpW irc channel and I always made fun of her and I was pretty certain I could pwn most players out there. But then again my opponents were Newspaz and Shadow... Well she sure showed me.
Every generation has great players. In these past 5 years a lot of greats sprang up.
I remeber GryBC. He started showing up on the screens before jj2wc2. After jj2wc1 I was in the best form in my life. Me and chav played 2v2's like crazy and god did we own. But after new year I had less and less time for jj2. its amazing what kind of a difference one or two 2v2's a day more or less can make in one's form. GryBC was a n00b in january. And as my form started it's freefall stage due to my limited activity (and sadly due to my natural limitations), this Balkan Clanmember started his rise to power, fame (and fortune).
A player the likes jj2 had not seen in quite some time was born out of scratch in less than 6 months. And when he reached half his potential he was better than I ever was.

You know who that playa was? GrytolleCC.
My balkan brotha

Seriously SJ, do add bobby (gummi, iced, flea etc.).

EDIT:
I would agree with the top 10 ever list, if it were called top 10 in the past 3-5 years.