Age: 63
Title: Owner, Inter of Milan
PRO: Despite tons of heartache and wasted cash on player-trade flops, the low-key tycoon never gave up on the franchise (and never closed his wallet), and has rewarded fans by winning the last three consecutive titles in the hyper-competitive Italian soccer league.
CON: This year's "scudetto" is the only one of the last three without an asterisk (the previous two came amid a winnowed field after other top teams were punished for a game-fixing scandal). And where's the Champions League title he promised?
Best and Worst Sports Executives 2008
There is a whole other game that goes on behind the scenes in any sport. TIME has chosen some of the notable and not so notable sports executives and asks you to vote on who plays the game best