Trading 7 veteran regulars is too much turnover -- that's not a re-tooling, it's a complete reconstruction. We'd only have Fowler and the expiring Gudbranson left from our core. John Gibson deserves better. Plus, you're only getting 6 regulars back, and two of them (Bennett and Johansson) are less than earthshaking. As to the actual trades:

Rakell = Timmins plus the first

Manson = Kapanen plus the second

No need for the Getzlaf trade, and he wouldn't waive anyway even if we asked him to, which we wouldn't

If we only made one trade this off-season, I'd choose the Rangers one

I don't think the return from the Buffalo trade is worth losing two of our top 6 forwards

I'd offer De Melo $4 million for 5 years

Sherwood didn't make any impression in his 10-game audition in the NHL this season, so I don't see him getting a 40% raise

Playing Rasmus Ristolainen on your first pair is not the best idea. Swap him with DeMelo maybe.

Leafs say no. Replace Kapanen with a prospect (SDA?) + Johnsson and cut Engvall, he is a good role player on the team.

You aren’t getting Manson for that kind of price.

Then we don't want him. He just isn't that good.

You overvalue everyone on your team. He had one bad year because of an injury and you’re saying he’s “not that good” yeah okay

His advanced stats (TM REL) have been bad for a few years now...

Dont take offense when I say this but we really don't want him

Lol okay. That’s not what all the leafs fans said months ago

Most leafs fans don't read advanced stats and like grit more then anything else. But even you have to admit that trading a mediocre 2nd pairing defense men (call him what he is) for a 3.2 winger who would instantly be your 1RW at the age of 23 is a little lopsided to say the least...

This.

Rakell deal = seems very risky on our end. Timmins isn't a bluechip prospect IMO and the 1st is going to be mid-to-late round. Would rather do the Bear + 1st (more proven) for Rakell deal with EDM. Although, I'd prefer just hold onto him. I think Rakell is getting criminally undervalued because of his down years. Everyone knows he's going to bounce back once he's moved and are trying to get him on the cheap. He's worth more than Zucker.

Manson = yuck! No thanks. Pointless trade that achieves nothing.

Getzlaf = the value is there, but I suspect CGY doesn't even consider it. Moreover, we should be retiring Getzlaf unless he requests a trade. He's done right by us all these years and, given our whole selling point to big name players is that "we're a nice team to play for", I think shipping our captain and one of our all-time greats kind of muddies that reputation.

Lindholm = It's the only deal I'd strongly consider it. Lundkvist would be an extremely attractive addition for the future and we have a bunch of LHD prospects coming through. Could also add Drysdale at the draft to solidify the RH side for many years to come.

Silf + Henrique = again, the value is there, but I wouldn't do the deal because we need some veterans. Henrique is one of the few players on roster to have gone all the way to SCF. Meanwhile, Silf has really stepped up and is a playoff beast.

This is more of a rebuild than a retool IMO. However, this would be a good start to a rebuild.

Surely you have to admit that trading a winger who benefits from playing alongside JT and Marner and still only produced 13 goals last season on a powerhouse TOR side for a solid 2nd pairing RH D-man who has size, skating, grit, throws the body and is a locker leader is a little lopsided too say the least... we can all play that game buddy!

KK doesn't sniff our best RW. Silf had 21 goals on an anaemic ANA team, while KK can't even score on a powerhouse team playing alongside some of the best players in the league. We'll keep our "mediocre 2nd pairing D-man" thank you very much.