No. 30: CF B.J. Garbe, Minnesota Twins—(No. 5 in 1999)
The Gatorade High School Player of the Year in 1999, Garbe was one of five high school players taken in the first six picks of the 1999 draft and was signed for a $2.75 million bonus. He failed to cash in on his potential, though, and after failing to hit over .250 in any of his full seasons in the organizations, the Twins released him in 2004.
No. 29: SP Mike Stodolka, Kansas City Royals—(No. 4 in 2000)
Stodolka went 11-0 with a 1.13 ERA and 133 strikeouts in 68 innings as a high school senior, according to BR Bullpen, and that earned him a $2.5 million signing bonus and made him the first high school pitcher off the board in 2000.
After going 20-39 with a 4.93 ERA in six minor league seasons, he moved to first base and hit .287/.394/.444 with 28 home runs over three season. But he never reached the majors at either position.
No. 28: CF Jeff Jackson, Philadelphia Phillies—(No. 4 in 1989)
The highest-drafted of three players on this list who were taken ahead of Frank Thomas, Jackson hit .504 with 16 home runs, 72 RBI and 46 steals in 119 at-bats as a high school senior, per BR Bullpen.
He was in over his head in the pro game, though, failing to hit over .240 in any of his six minor league seasons and never reaching the majors.
Fun fact: He went to Simeon High School in Chicago, the same high school attended by Bulls star Derrick Rose.
No. 27: SP B.J. Wallace, Montreal Expos—(No. 3 in 1992)
An Olympian in 1992, Wallace was selected after a college career at Mississippi State that saw him go 21-9 with 271 strikeouts in 265 innings in three seasons, according to BR Bullpen.
He went 11-8 with a 3.28 ERA and 8.3 K/9 in his first pro season at High-A, but shoulder issues derailed him from there, as he made just 23 more appearances and was retired by the end of 1996. He was selected three picks before Derek Jeter.
No. 26: SP Chris Gruler, Cincinnati Reds—(No. 3 in 2002)
The second-highest draft pick in Reds history, Gruler was a $2.5 million signing bonus out of high school, and he entered the 2003 season as the team's No. 1 rated prospect, according to Baseball America.
However, shoulder problems derailed his promising career. After just 27 minor league appearances and three shoulder surgeries, his career was over at the age of 22.
He was selected ahead of Zack Greinke, Prince Fielder, Nick Swisher, Cole Hamels and Matt Cain in one of the better drafts in recent memory.