Obviously, Herrera is more important get, because the White Sox had a terrible, inexperienced bullpen last season. Meanwhile, it does seem like Jon Jay was signed to sway Manny Machado, whatever GM Rick Hahn’s protestations otherwise. However, Jay is already better than a few of the outfielders the Sox already have, thus he will probably slot into either center or right field.
Though both players are past their primes, they also provide a value that few current White Sox players possess: playoff experience. Jay, a nine-year veteran, has made multiple playoff appearances: 67 playoff games total, including 13 in the World Series.