Going by the idea that a solo has to be humiliating....
Five is Part 1 Naruto soloing Haku by using Kurama for the first time.
Four is Obito soloing those mist ninja.
Three is Killer B soloing Sasuke in their Kenjutsu match.
Two is Pain soloing Konoha as a whole.
One is Part 2 Naruto soloing five Bijuu at once in his first use of Bijuu Mode.
Honourable mention goes to Itachi soloing his younger bro back in Tanzaku town and Jiraiya soloing Ebisu the perfert in his debut.
Madara would also get in the list pretty easily if he didn't toy around with his prey so much,