I think its going to take a miracle for Holland to let go of anyone his like a little kid who cant decided which one of his favorite toys to put in the donation box its just to hard for him
Great analogy. I think this is a very accurate assessment of how Holland has approached signing in the last few years. To take is a step further, he won't let go of his new toys, because the last one he gave away (Hossa) ended up being the coolest toy on the block, while he was stuck holding a toy that was constantly breaking (Franzen). Additionally, he has an extremely restrictive sense of nostalgia. He knows some of the toys are beyond repair (Cleary), but he can't bring himself to give it away because they remind him of better days; even though letting go would ultimately make him happy. Lastly, there are toys that he over payed for and refuses to acknowledge was a bad decision (Quincey).
I think what makes the analogy so apt is that it brings to mind how childish Holland is being. He needs to make difficult decisions, but is acting like a scared, selfish child.