Fil's not exactly going into negotiations in a position of strength right now. His dismal numbers this season aren't going to help. The "breakout" year has seen him fall back to more typical offensive production again.
Besides some frustrating line combos, Babs has done an exceptional job this season. The Red Wings can't overwhelm teams with skill anymore and Babcock has adjusted to give the team a chance to compete still. His biggest flaw still is his stubbornness, but I don't know how much more he could get out of this group. I think they have overachieved so far, given the losses and tons of injuries.
Holland, on the other hand, put together this patchwork roster. I don't want to keep harping on the lack of a plan once Nick retired, but it's pretty clear the Red Wings need an injection of talent very soon to challenge for a championship again. I guess my biggest complaint is the uncertain direction of the franchise. What is this team right now? If it truly is a transitional year, then I disagree with what that should mean compared to what Holland has done.
Who will play second line center if Z is still injured and Flip is traded? The Wings are still in a playoff position, and trading Flip without a healthy Z would be terrible.
In that case, the Wings are screwed either way. Z's absence and Filppula's inability to center his own line and produce offensively would likely put them out of playoff position. I would rather get something for Filppula now and build for the future than keep him around in a season that looks destined for a first round loss, at best, anyways.