I'm surprised people keep saying Asuma - I don't see it, personally. Ino-Shika-Cho was a formula that was pretty much fool-proof, they all had fathers who taught them their family techniques who were on a team together, numbered combo moves in all.
... Asuma's imput seems a bit limited.
Though he apparently taught a lot of Nara, Yamanaka and Akimichi *shrug*.
Kurenai did alright. Disregarding the Kurama-girl anime filler... bit. Team 8 turned out quite well.
Guy too, a good sensei - brilliant for Lee. Good for Tenten as well, if you count the anime filler, he did his best by them all. He's actually who I think was the best sensei of that generation.
Eh. Jiraiya does okay when he's motivated, I suppose. The Ame Oprhans more so than what I saw of his teaching Naruto. Still, he has Yahiko, Konan (S-rank), Nagato (S-rank), Minato (Kage), Naruto (Kage), so he beats Hiruzen's record.
Hiruzen - the Professor. Eh, he didn't do Asuma much favours with his "protect the King" bit. Or Orochimaru... kind of helped ruin his friend Danzo too.
Hmm... still I think he was a good sensei for Jiraiya, Tsunade and Orochimaru.
Tsunade - she produced a strong med-nin with Sakura, sure. But Shizune? Ino? One success doesn't mean she's the greatest sensei ever - but she did well with Sakura.