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Deebo said:
Losing as many of the next 16 games is important, we don't want management to think there is any chance of a playoff spot going into the trade deadline.

Yeah, though, they're already 9 points out, so, even if they manage to keep pace with the teams ahead of them, that's still a big enough gap to put the team into sell mode. Really, though, the decision to sell or not should be made much earlier - possibly as early as this weekend (teams usually have front office meetings during the All Star break for that purpose). The groundwork for deadline day deal is often laid weeks before the trades go down, so, unless they Leafs have a significant winning streak out of the break, they're going to be in a position where they should be selling.
 
Potvin29 said:
I maintain if one trade was the absolute worst for the team long term, it was Rask for Raycroft.  If I absolutely had to pick one.

I know this doesn't pertain to the premise of the article, but along the same line while discussing goalies, the trade that still bothers me to no end to this day is the one that brought Wendel Clark back from the Islanders which saw the Leafs' 1st go the other way (as well as Jonsson).  The pick of course that ended up being Roberto Luongo.  I don't know if the Leafs would have drafted him, but that pick right there would have set the Leafs up for the next two decades.

And the Rask for Raycroft trade still bothers me to this day.  It's the 1A to the Clark trade for the all-time Leaf trades I despise.  God what was Ferguson thinking.  Pogge was a sack of crap who had Trevor Kidd written all over him. 
 
Potvin29 said:
I maintain if one trade was the absolute worst for the team long term, it was Rask for Raycroft.  If I absolutely had to pick one.

That is correct. In terms of setting the team back for years, off the top of my head, the worst trades I've witnessed in my career as a leafs fan are:

1. a 1st round pick for Tom Kurvers
2. Rask for Raycroft
3. Steen and Colaiacovo for jackass
 
bustaheims said:
Deebo said:
Losing as many of the next 16 games is important, we don't want management to think there is any chance of a playoff spot going into the trade deadline.

Yeah, though, they're already 9 points out, so, even if they manage to keep pace with the teams ahead of them, that's still a big enough gap to put the team into sell mode. Really, though, the decision to sell or not should be made much earlier - possibly as early as this weekend (teams usually have front office meetings during the All Star break for that purpose). The groundwork for deadline day deal is often laid weeks before the trades go down, so, unless they Leafs have a significant winning streak out of the break, they're going to be in a position where they should be selling.

Yeah, should be... but then again we've heard reports of them opening negotiations with Santorelli and Franson. I really hope they don't give Santorelli a contract like Raymond got with Calgary. Trade him, go back to the UFA scrap heap next year to find another player like him or let someone from the farm take the position.
 
It was a simple trade, but the Perrault for a 2nd trade bugged me.  It was a move that continued to signal a quick fix. 

Was just reminded it turned out to be Roman Josi.  :-X
 
Even if Pogge was the real deal, they still traded a highly regarded prospect for Raycroft who was coming off a year with a 3.71GAA and .879 SV%.
 
Deebo said:
Yeah, should be... but then again we've heard reports of them opening negotiations with Santorelli and Franson. I really hope they don't give Santorelli a contract like Raymond got with Calgary. Trade him, go back to the UFA scrap heap next year to find another player like him or let someone from the farm take the position.

I agree, and part of me wonders if maybe the talk of those negotiations is more about making it known that the Leafs aren't just going to give away those players rather than being focused on signing them. The timing is curious, as is the fact that the only person we've really heard it from is Damian Cox.
 
Peter D. said:
Potvin29 said:
I maintain if one trade was the absolute worst for the team long term, it was Rask for Raycroft.  If I absolutely had to pick one.

I know this doesn't pertain to the premise of the article, but along the same line while discussing goalies, the trade that still bothers me to no end to this day is the one that brought Wendel Clark back from the Islanders which saw the Leafs' 1st go the other way (as well as Jonsson).  The pick of course that ended up being Roberto Luongo.  I don't know if the Leafs would have drafted him, but that pick right there would have set the Leafs up for the next two decades.

And the Rask for Raycroft trade still bothers me to this day.  It's the 1A to the Clark trade for the all-time Leaf trades I despise.  God what was Ferguson thinking.  Pogge was a sack of crap who had Trevor Kidd written all over him.

You're right - I forgot about that one - that was a ridiculous trade. And that was still Fletcher wasn't it?
 
An underrated misstep was not making the Kessel deal that was on the table at the 2009 draft.

Kadri/Kaberle for Kessel. Imagine we got Kessel and still were able to keep the first round picks from the 2010 and 2011 drafts.
 
Fletcher 2.0 was just awful. The Finger contract, giving up a 3rd for Jamal Myers, Steen + Cola for Stempniak, multiple picks to move up two spots in draft. But nothing compares to JFJ and his goalie trades. Man, a 1st, 2nd and 4th for Toskala, a backup with average stats on a stacked SJ team? Wow.
 
Deebo said:
An underrated misstep was not making the Kessel deal that was on the table at the 2009 draft.

Kadri/Kaberle for Kessel. Imagine we got Kessel and still were able to keep the first round picks from the 2010 and 2011 drafts.

Yeah...that one still bugs me.  I actually googled it yesterday.

It's almost as if though the Leafs should be doing the "opposite" of what they have actually done, kinda like George Costanza.
 
Andy007 said:
Fletcher 2.0 was just awful. The Finger contract, giving up a 3rd for Jamal Myers, Steen + Cola for Stempniak, multiple picks to move up two spots in draft. But nothing compares to JFJ and his goalie trades. Man, a 1st, 2nd and 4th for Toskala, a backup with average stats on a stacked SJ team? Wow.

Remember the rumors were that Fletcher got the Finger signing incorrect!  The theory being that he was actually thinking of another player from Colorado to sign.

Those were fun times too...
 
And let's not forget the Hoglund / fax machine incident.

I wouldn't have minded trading Hoglund for a fax machine.
 
pmrules said:
Andy007 said:
Fletcher 2.0 was just awful. The Finger contract, giving up a 3rd for Jamal Myers, Steen + Cola for Stempniak, multiple picks to move up two spots in draft. But nothing compares to JFJ and his goalie trades. Man, a 1st, 2nd and 4th for Toskala, a backup with average stats on a stacked SJ team? Wow.

Remember the rumors were that Fletcher got the Finger signing incorrect!  The theory being that he was actually thinking of another player from Colorado to sign.

Those were fun times too...

I didn't hear that rumour but I'm not really surprised lol. I think some of the early confusion was whether it was 3.5 per or total. Because nobody had ever heard of this guy.
 
Deebo said:
An underrated misstep was not making the Kessel deal that was on the table at the 2009 draft.

Kadri/Kaberle for Kessel. Imagine we got Kessel and still were able to keep the first round picks from the 2010 and 2011 drafts.

Is that what Boston wanted or what the Leafs offered?
 
Joe S. said:
Deebo said:
An underrated misstep was not making the Kessel deal that was on the table at the 2009 draft.

Kadri/Kaberle for Kessel. Imagine we got Kessel and still were able to keep the first round picks from the 2010 and 2011 drafts.

Is that what Boston wanted or what the Leafs offered?

There was a lot of confusion with that one. The Leafs thought Boston offered Kessel and their 1st for Kaberle and Boston thought the deal was going to be Kaberle and the Leafs' 1st (which obviously became Kadri).
 
Joe S. said:
Deebo said:
An underrated misstep was not making the Kessel deal that was on the table at the 2009 draft.

Kadri/Kaberle for Kessel. Imagine we got Kessel and still were able to keep the first round picks from the 2010 and 2011 drafts.

Is that what Boston wanted or what the Leafs offered?

Neither really.  Boston thought the deal would have been Kessel for Kaberle + Toronto's 1st (not necessarily Kadri, the pick wasn't made yet); Burke thought the deal was Kaberle for Kessel + Boston's 1st.  Confusion so it felt apart.
 
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