@Koal I beg to differ, Takamura is clearly the worst friend. But Aoki and Kimura are definitely close seconds (though sometimes Aoki has been a great bud to Ippo).
Also, why is Ippo not even thinking a little bit about how this match's stipulation potentially totally screws him over? If I were him I would be pissed that the Coach, Yagi, and Itagaki set this all up without his agreement, potentially screwing over his dream match with Miyata.