It's pretty clear during POT apparently most teams knows exactly the order your opposing team will play and can plan out their strategy exactly, probably because otherwise it wouldn't be too interesting if Tezuka constantly draws the fodder player of the opposing team. But let's say you don't...
What school do you think will win? Feel free to make your own line-up, or used line-up from the manga. This include
Singles 3: Shiraishi
Doubles 2: Konjiki-Hitouji
Singles 2: Gin
Doubles 1: Kenya or Chitose-Zaizen
Singles 1: Kintarou
Singles 3: Kintarou
I.e. since Prince of Tennis began in 1999 (IIRC) then the year the series events occurs is 1999 (If stated to be other year please say so).
In your opinion what would the teams line-up look in 1998 and 2000? (If you want to especulate about other years like.. Dunno 1996 or 1997 Seigaku, please...
Seigaku: (3 singles matches plus Golden Pair, almost sure victory)
S1:Pinaccle of Ryoma
Rikkai: (3 demonS in singles, a great D1 and and surprising D2)
D2: Nioh-Kirihara (wouldn´t you love it?)