http://en.wikipedia.org/wiki/U.S._Army_All-American_Bowl
2002 VY
2003 Chris Leak
2004 Ted Ginn Jr
2005 DeSean Jackson
2006 Chris Wells
2007 Chris Gallipo
2008 Terrell Pryor
Feels pretty good that we have 3 of the 7 so far :) But if you read down and check out the notable alumni (players who played in this bowl), I think USC has the most.
It's amazing how many of these high school stars turn into college stars and NFL picks. So many familiar names.