After thinking about the deal, over analyzing it and watching the game last night. I think I'm set in what I think about this trade.
At first glance I think the short term value is off. Seeing Phaneuf getting essentially 3 cap dumps, a prospect and a 2nd is alright but I think in my head I was expecting maybe a better prospect. Greening is just an expensive placeholder on the roster and provides no value. Michalek could possibly give the Leafs some sort of return next trade deadline and fills another temporary spot in the top 6 like PAP (but Milan's contract is too big and doubt he'll return as much). Cowen I think is the big wild card here. He's been absolutely garbage in the NHL recently but here's what I'm hoping. Babcock's system in the end goal has players thinking less and subconsciously reacting and anticipating to plays. If we can get Cowen to the point where he doesn't need to think and he follows the system, I think he could at least be a bottom pairing defender with size. Saying that, he has one and a half years to show his stuff before he's a RFA so not sure if he's going to make it. After reading up on Lindberg since I knew nothing of him, I've come away pleasantly surprised. Think he's a nice prospect who's been trending upwards and provides a different dimension to the rest of our current prospects. Think he fits in around the Leipsic ranking of prospects which is pretty good. The 2nd is a 2nd and is very useful in continuing to stock up the young assets.
Leafs are giving up Frattin who's 28 and despite having a good shot, has trouble sticking to the NHL in any capacity. Bailey is a project kinda like Frattin. I at least have a feint feeling Bailey will stick to the NHL on the 4th line in some capacity. Rupert could make the NHL is a similar 4th line roll but I kind of doubt it, probably career AHL player. Donaghey has the best potential out of all the secondary players being moved around. Not a huge loss considering where he was on the depth chart though.
The biggest thing and the point that I keep going back to that makes me like this trade is the no salary retention. They've made a gigantic move with their cap space and now have so many options to work with and to mould the team how they like is made that much easier. I fully trust with Lou and Shanny that they'll be very, very picky when it comes to using that cap space. They've got space and they're ready for when they need to resign a lot of players when they're coming off ELC's like Nylander and Marner and whoever they draft this year.
Watching the first game without Phaneuf I noticed a couple of things too. Rielly seemed like he was trying too much at the start and was maybe overthinking things. He got better as the game went on but you could tell he was immediately affected. Gardiner likewise got better as the game went on, much better to be honest. Ended the game with 25:40 and didn't look out of place and creating chances.
I think Phaneuf provided enough stability on the back end that our defence might look out of place for the rest of the season. Full tank mode engaged.
tldr
Short term we lose this trade, long term we definitely win this trade but was a good trade for both sides. I trust management with the enormous amount of cap space and how they'll use it in the next 5 or so years.