Worst contract in league history?

People can bring up that the Redden, Briere, and DiPietro deals are the worst deals ever but I think it's still to early to start classifying them this way. For all we know DiPi and Briere can bounce back healthy and play all-star caliber hockey for the next how ever many years. I still think it's a little early to judge these contracts but I also don't think contracts for 5 + years shouldn't be handed out.

I agree with that 100%.
 
Briere is having one season where he's hurt. However, his $$ isn't counting against the cap, and last year, he was a huge reason why the Flyers made the play-offs, and a big reason why they beat the Caps. I wouldn't say he's even NEAR the worst in history. Even this year, he has a PPG.
 
The Rangers are a mess because guys like Drury and Gomez are flat out quitting on this team. They want to see their coach and GM fired NOW! How do you have one of the worst offenses in the league with talent like these 2.
 
Dunno about worst contract. I mean, we have things like the 1995 CBA, Gordie Howe signing to a tryout with the Syracuse Crunch, the 2005 CBA, DiPietro's mega-deal, the Thomas Vanek offer sheet and ensuing deal, Ryan Malone's massive contract, or the deals that were made up until the 1950s that kept players as working poor, or any document Alan Eagleson signed as a player agent.
 
Dunno about worst contract. I mean, we have things like the 1995 CBA, Gordie Howe signing to a tryout with the Syracuse Crunch, the 2005 CBA, DiPietro's mega-deal, the Thomas Vanek offer sheet and ensuing deal, Ryan Malone's massive contract, or the deals that were made up until the 1950s that kept players as working poor, or any document Alan Eagleson signed as a player agent.


Vanek- 7 years @ 7.1M for a 23 year old, budding star 40+ goal scorer

Redden- 6 years @ 6.5M for a 31 year old, aging, declining d-man


Yup, comparable I'd say. Ask the Rangers if they would deal Redden straight up for Vanek.... then ask the Sabres and see what they say.


Vaneks deal should not even be mentioned in 'worst contracts'. He will be 29 (still in his prime) when the deal expires... and Brian Campbell (different position, I know) just signed the same type of deal at 29.
 
Vanek- 7 years @ 7.1M for a 23 year old, budding star 40+ goal scorer

Redden- 6 years @ 6.5M for a 31 year old, aging, declining d-man


Yup, comparable I'd say. Ask the Rangers if they would deal Redden straight up for Vanek.... then ask the Sabres and see what they say.


Vaneks deal should not even be mentioned in 'worst contracts'. He will be 29 (still in his prime) when the deal expires... and Brian Campbell (different position, I know) just signed the same type of deal at 29.

It's a personal disdain for Vanek, so I tossed it in. I would definitely agree with your scenario.

-m.
 
Vaneks wasnt so much a bad deal, but more of a cheap shot by a certain team.

Same goes for when they signed Penner for like 8 million.....ridiculous...
 
Any contract that featured Daigle is a contender. There's also that ridiculous 15 year monstrosity perpetuated by Charles Wang on Dipietro.
 
any document Alan Eagleson signed as a player agent.
It depends on your perspective as to what you may call the "worst ever". Some are good for the player and "the worst" from the teams point of view. I would count as one of the worst ever contracts the one that he conned Bobby Orr into signing with the Chicago Black Hawks at the end of his career. Eagleson had another deal on the table with the Bruins that included part ownership and didnt even tell him......
 
Yashin's deal would rate one of the worst for sure. IMO Alexandre Daigle was the worst signing ever cap or not. Ottawa pushed the price of Rookie contracts to rediculous heights on that one.
 
Yashin's deal would rate one of the worst for sure. IMO Alexandre Daigle was the worst signing ever cap or not. Ottawa pushed the price of Rookie contracts to rediculous heights on that one.

Daigle's deal was huge HOWEVER every GM in the league was drooling over this kid coming out of junior. No one would have predicted him becoming a bust. Hell, the Nordiques offered Forsberg, Hextall, Duchesne and Ricci plus cash for Daigle and the Sens said NO and no one blamed them at the time!!!
 
To this day, I still think the Capitals signing of Jaromir Jagr to the ghastly amount of $77 Million over 7 Years, was by far the most ridiculous contract of its time.
Caps fans obviously did not get their money's worth and if I recall, he went into a season slump and a case of depression, because his girlfriend dumped him..or something to that effect. (I have to admit, I lost alot of respect for him after that season).

However, the Caps lucked out and were able to trade him to the Rangers in 2004, but still agreeing to pay $4 Million of his salary for each remaining year of his contract.
And then, thankfully to the post-lockout, his salary was reduced to approx. $8M. But seriously, you're going to pay someone that kind of money to not even play on your team?

Regardless, he gave each respective team a playoff appearance for his efforts, but they were both shortlived.

Jagr is still regarded as an elite talent after defecting to the KHL in 08, but that contract is the biggest headache contract known to man...IMO!
 
Top that off with the players Millbury traded for him (Chara and a 1st which became Spezza).

As a Spezza fan, 8 years later I still thank Jesus every night for Mike Milbury making that trade. No way on earth would I have ever supported Spezza as an Islander.
 
Yeah the Orr deception by his agent was bad, but that is more ethical than the contract itself being ridiculous. I don't think a rookie going bust can be considered a bad contract because some people like gambling. There's an excuse. There's no excuse to giving people like Briere or DiPietro a double digit year contract. Regardless of price
 
A lot of what you people list are what are known as busts. To me, those aren't as stupid as throwing ludicrous amounts of money at player who don't deserve it, which is why I listed Martin LaPointe making $5.5M with Boston.
 
Vaneks wasnt so much a bad deal, but more of a cheap shot by a certain team.

Same goes for when they signed Penner for like 8 million.....ridiculous...

One of the reasons I hate the Vanek signing so much was because they let Briere and Drury walk away for nothing, and took Vanek, who continues to be a streaky, inconsistent, angry mess.

If the Sabres had let Vanek walk away, it would have meant getting the Oilers First Rounders until the NHL contracts both teams. Instead, the Sabres will be rebuilding with less, and failed to make the playoffs last year after 2 consecutive Eastern Conference Finals runs.

-m.
 
One of the reasons I hate the Vanek signing so much was because they let Briere and Drury walk away for nothing, and took Vanek, who continues to be a streaky, inconsistent, angry mess.

If the Sabres had let Vanek walk away, it would have meant getting the Oilers First Rounders until the NHL contracts both teams. Instead, the Sabres will be rebuilding with less, and failed to make the playoffs last year after 2 consecutive Eastern Conference Finals runs.

-m.

You cant deny the sabres have a pretty decent group of youngsters. They dont have the veteran presence that playmakers like drury and briere would prvide, but they are a very young team that plays the same style of fast hockey as a certain new england team that was written off as terrible for the last 5 years...

And Drur ydidnt walk away for nothing exactly, he got paid, and considering briere is mentioned in this thread for worst contracts....i would just not mention him as one of the ones that got away;) just be happy he did
 
You cant deny the sabres have a pretty decent group of youngsters. They dont have the veteran presence that playmakers like drury and briere would prvide, but they are a very young team that plays the same style of fast hockey as a certain new england team that was written off as terrible for the last 5 years...

And Drur ydidnt walk away for nothing exactly, he got paid, and considering briere is mentioned in this thread for worst contracts....i would just not mention him as one of the ones that got away;) just be happy he did

Yes, I can. The moment they lost their depth, their production tanked. They're also no longer able to plug holes with quality prospects. Pominville won't hit 20 goals this year. While a top-3 of Roy, Vanek, and Stafford would be pretty favorable to many teams, you really don't have many guys who can produce AND stick in the lineup.

Don't try to convince me that guys like Nathan Gerbe and Tim Kennedy are going to produce at an NHL level either. They won't.

Walking away for nothing means getting nothing in return. The Sabres let Drury walk away with no return compensation. Ditto Briere and Dumont. The only reason Briere is in this thread is because of recurring abdominal issues. No one *****ed when he scored 9 goals in 17 games in the playoffs last year, or kept nearly a point-a-game pace last season.

Don't compare the Sabres to the Bruins either. The heart of the Sabres is coach Lindy Ruff, and if I were him, I'd be pissed off at what is being brought in as new talent, and the failure of the management to strike a deal to keep Rochester as their AHL squad.

-m.
 
I think the worst contract was When Lowe lost his mind and gave Penner a 5 year 21 million offer sheet.Not only are they paying him 4.3 million for a 40 point player but they gave up first -, second- and third-round picks from the 2008 entry draft.
 

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