Lost in Left Field

Lost in Left Field

Drafting First

Paul White's avatar
Paul White
Jan 06, 2026
∙ Paid

The Chicago White Sox are officially on the clock.

When the MLB Draft Lottery was held on December 9, the White Sox managed to grab the number one overall pick. In past years, that pick would have gone to the Colorado Rockies, because they had the worst record in baseball in 2025, but a lottery system was implemented to prevent teams from tanking on purpose, giving teams like the White Sox a chance to jump up to the top spot.

When you think of the top pick in the draft, most folks immediately jump to the massive success stories or the absolute busts. Álex Rodríguez was the top pick in 1993, he was in the big leagues a year later, and ultimately hit almost 700 homers and won three MVP Awards, albeit with some chemical assistance. Chipper Jones was the number one pick and made the Hall of Fame, as did Ken Griffey, Jr., Joe Mauer, and Harold Baines. Bryce Harper appears to be on that track, too.

The busts on the other end of the spectrum are just as memorable. Few Mets fans can forget the name of Steve Chilcott, taken with the top pick in 1966 over some guy named Reggie Jackson. They also passed on Gary Nolan, Richie Hebner, Carlos May, and Ken Brett that year, who all went on to solid big league careers while Chilcott is one of the very few #1 picks who didn’t even make it to the big leagues.

While those extremes are the most memorable, in truth the number one pick typically turns out to be someone more mundane. There have been 60 overall number one picks since the June free agent draft was first implemented in 1965. Do you knew what the median career WAR total is for those 60 players?

User's avatar

Continue reading this post for free, courtesy of Paul White.

Or purchase a paid subscription.
© 2026 Paul White · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture