The Red Sox selected Lester in the second round , with the 57th overall selection , of the 2002 Major League Baseball draft .
The Red Sox gave him the highest signing bonus of any second - rounder that year , $1 million .
The Red Sox selected Lester in the second round , with the 57th overall selection , of the 2002 Major League Baseball draft and gave him the highest signing bonus of any second - rounder that year , $1 million .