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MLB Amateur Draft First round selections at the 35th Amateur Draft held June 2-3, 1999 in New York. First Round| No | | | Pos |
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| 1 | Tampa Bay | Josh Hamilton, Athens Drive HS, Raleigh, N.C. | OF-LHP | | 2 | Florida | Josh Beckett, Spring (Tex.) HS | RHP | | 3 | Detroit | Eric Munson, USC | C | | 4 | Arizona | Corey Myers, Desert Vista HS, Scottsdale, Ariz. | SS | | 5 | Minnesota | Brandon Garbe, Moses Lake (Wash.) HS | OF | | 6 | Montreal | Josh Girdley, Jasper (Tex.) HS | LHP | | 7 | Kansas City | Kyle Snyder, UNC | RHP | | 8 | Pittsburgh | Robert Bradley, Wellington (Fla.) Comm. HS | RHP | | 9 | Oakland | Barry Zito, USC | LHP | | 10 | Milwaukee | Ben Sheets, NE Louisiana | RHP | | 11 | Seattle | Ryan Christianson, Arlington HS, Riverside, Calif. | C | | 12 | Philadelphia | Brett Myers, Englewood HS, Jacksonville, Fla. | RHP | | 13 | Baltimore | Mike Paradis, Clemson | RHP | | 14 | Cincinnati | Ty Howington, Hudson's Bay HS Vancouver, Wash. | LHP | | 15 | Chicago-AL | Jason Stumm, Centralia (Wash.) HS | RHP | | 16 | Colorado | Jason Jennings, Baylor | RHP | | 17 | a-Boston | Eric Asadoorian, Northbridge HS Whitinsville, Mass. | OF | | 18 | b-Baltimore | Richard Stahl, Newton HS Covington, Ga. | LHP | | 19 | Toronto | Alexis Rios, San Pedro Martin HS Guaynabo, Puerto Rico | 3B | | 20 | c-San Diego | Vince Faison, Toombs County HS Lyons, Ga. | OF | | 21 | d-Baltimore | Larry Bigbie, Ball St. | OF | | 22 | e-Chicago-AL | Matt Ginter, Mississippi St. | RHP | | 23 | f-Baltimore | Keith Reed, Providence | OF | | 24 | San Francisco | Kurt Ainsworth, LSU | RHP | | 25 | g-Kansas City | Mike MacDougal, Wake Forest | RHP | | 26 | Chicago-NL | Ben Christensen, Wichita St. | RHP | | 27 | New York-AL | David Walling, Arkansas | RHP | | 28 | San Diego | Gerik Baxter, Woodway HS Edmonds, Wash. | RHP | | 29 | h-San Diego | Omar Ortiz, Texas Pan-Am | RHP | | 30 | i-St. Louis | Chance Caple, Texas A&M | RHP |
Acquired picks: a–from Anaheim for signing Mo Vaughn; b–from St. Louis for signing Eric Davis; c–from Los Angeles for signing Kevin Brown; d–from Texas for signing
Rafael Palmeiro; e–from N.Y. Mets for signing Robin Ventura; f–from Cleveland for signing Roberto Alomar; g–from Boston for signing Jose Offerman; h–from Houston for signing Ken Caminiti; i–from Atlanta for signing Brian Jordan.
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