Kyle Williams competed at Cooperstown Dreams Park during week 1 in 2000 with the McHenry County Generals (IL). Kyle's fondest memory was during the single-elimination part of the tournament. His team was the 31st seed and advanced to the quarterfinals, losing to eventual champions San Diego Stars North (CA), 12-7. The seven runs scored was the most any team had scored against the Stars all week.

Kyle graduated from Cary-Grove High School (Cary, IL). As a member of the baseball team, Kyle was named All Area and All-Conference and team MVP during his senior year. The starting second baseman since his sophomore year, Kyle racked up remarkable stats his senior year such as .395 BA (15 doubles, 4 home runs), 25 RBI, 34 runs, and 12 steals on 12 attempts. His fielding statistics included 6 errors in 131 chances with 86 assists for a fielding percentage of .956.

Kyle now attends Millikin University (Decauter, IL) on a Presidential Scholarship. As a freshman on the baseball team, he started every game, hitting .285 with 25 RBI and 2 home runs.