Pillar is exactly the type of player Shapiro would want to keep. Undervalued by most teams because of his defense, still has 5 years of control left, why move him?
Seems there are people on the board making a lot of statements like we should trade "x" player because of this! It doesn't and shouldn't work like that. Everyone is obviously available for trade for the right price but have to remember that if you trade a player like Pillar, Bautista, Tulo or whoever that you have to replace that player with close to equal production unless you want to make the team a lot worse next year.
I'm not sure taking wins away from the team next year is a good strategy unless you are getting a massive massive upgrade in the future.