I wouldnt consider those trades as getting "fleeced". Those are exactly the kinds of trades you make when ur bolstering ur roster for the playoffs. You could argue that they were "ill advised" or trades that Holland shouldnt have made, but the assets gained vs. the assets lost was not a fleecing. Pretty much what teams give up on TDL deals for players of that caliber.
The only time I would say Holland ever got "fleeced" was giving up a 1st round pick for Kyle Quincey. Even then, I think he knew he was paying too much.