Look around baseball, high upside prep players are high valuable. The pieces the Cubs got back from SD aren’t bad, it’s been reported that a lot of the team analytics models really like Owen Cassie for example. The Dads drafted him in 2020 and were able to move him quickly.
Look at another SD trade, the Joe Musgrove deal was headlined by Hudson Head.
If the Sox had more of a prep focus in recent years, they would’ve have an easier time making trades now. Their farm system is old, it lacks upside across the board and that has to change.