Tonight the Orioles selected high school shortstop Manny Machado with the third overall pick in the first round of the Amateur Draft. He certainly didn't have to wait as long to find out his fate as Calvin Pickering did. In 1995, the O's made the beefy then-outfielder their 35th-round pick. He is the lowest Birds draft pick to actually play in the majors with the club. You hear about the occasional late-round selection that hits it big, like 62nd rounder Mike Piazza. But more often than not, players chosen beyond the 15th round don't make a contribution to the team that drafts them. Either they're lesser talents who were chosen largely as organizational filler, or they're high school players who are likely to go on to college.
In 1969, the Orioles drafted just such a high schooler with their 40th round pick. He was a tall, lanky right-handed pitcher from St. Paul, Minnesota. The youngster chose not to sign with Baltimore, electing to attend the University of Minnesota on a full athletic scholarship. As a Golden Gopher, he played both baseball and basketball. When he graduated, he was drafted by teams in four different professional leagues: the NFL's Vikings, the NBA's Hawks, the ABA's Utah Stars, and the San Diego Padres of MLB. His name was...Dave Winfield.
At least the Orioles got Don Hood and Dave Skaggs out of that 1969 draft...aw, crap.