Living through the JFJ era was torture for Leafs fans, and it appears the misguided, mismanaged ways of the past are returning.

Dave Nonis has used the Leafs' final compliance buyout on Mikhail Grabovski, ridding Toronto of Grabovski's $5.5 million cap hit. The buyout will cost the Leafs $14.33 million in real dollars over eight years, but nothing against the cap.

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Yesterday’s report that the Rangers intend to buy out the final year of Chris Drury’s contract signals the end of yet another Glen Sather mistake – something that is becoming a regular occurrence in New York.

For the past decade, Glen Sather has essentially dug a hole in the ground and thrown millions and millions of dollars into it. If there was an aging superstar entering free agency you could be sure that Sather was the most persistent suitor for their service. Even if there wasn't a superstar available, Sather would pay someone as if they were a superstar.

Now the hot rumour is that the Rangers are going to fall over themselves trying to sign Brad Richards to a lucrative contract. It almost seems unfair that a team can give someone a $7 million contract seemingly every season and wiggle out of these commitments when it becomes apparent they made a terrible mistake. (Note: my faux-outrage really stems from my yearning for the Leafs to sign Brad Richards).

What’s confusing is that aside from spending money, Glen Sather is an adept GM.

Sather has shown an ability to acquire superstars for close to nothing. He brought in Pavel Bure for two prospects and three draft picks that accumulated a mere 33 games in the NHL; Eric Lindros for Kim Johnsson and spare parts; and Jaromir Jagr for Anson Carter.

Injuries curtailed Bure's time in New York, but he scored 50 points in 51 games. Lindros suffered a similar fate, but still gave the Rangers a 70+ point season and a 50+ point one. Jagr was the true steal, scoring 123 points his first season (the 3rd best total of his career), 96 in his second, and 71 in his third. In total, Sather brought in close to 500 points for a bag of rocks.

Sather has also finally started building a solid young core of players that includes Brandon Dubinsky, Ryan Callahan, Marc Staal, Derek Stepan, and others.

Plus, he seems to find takers for some pretty unattractive contracts (which we’ll discuss in more detail later).

This is also a man inducted into the Hockey Hall of Fame. He’s clearly great when given all-world talent to work with. He won four Stanley Cups with the Oilers in the 1980s and played a major role in building team Canada for the 1984 Canada Cup, 1994 World Hockey Championship, and the 1996 World Cup of Hockey.

However, his Hall of Fame induction was in 1997, three years before he became this free spending maniac GM.

Enough with the pleasantries; you’re reading this for a juicy trash session. Here are the (current) worst moves of the Glen Sather Era. Remember, as long as Sather has money to spend as the Rangers’ GM, this list is a work in progress.

After turning back the clock and examining the foulness of the JFJ era in Toronto I inevitably began to think of Andrew Raycroft and Vesa Toskala. How could I not? And anytime you think of either Raycroft or Toskala you have to think about how terrible they were.

I don’t know about you, but when I think of things like this I get mad. I know I shouldn’t. It’s silly to get worked up over sports, but I do. It saves me from getting upset over real things. There’s no hot water in the apartment today? Well, that sucks. But not as much as a .874 SV%.

As I thought about these two pseudo-goalies I began to wonder, which one do I dislike more?

Let’s make the case for each.

In honour of Jackass 3-D’s surprisingly warm reviews (7.5 on imdb, 67% on Rotten Tomatoes) and great opening weekend at the box-office ($50.4 million), I thought it would be appropriate to count down the dumbest stunts performed in Leafs history. Then I figured I could just as easily make a list of the ten dumbest moments in JFJ’s sordid tenure as Leafs’ GM. That’s not hard considering his most endearing feature is resembling Count Chocula.

Listing JFJ’s ten dumbest moments might be a little unfair considering he was really just a patsy for the Leafs’ inept ownership group. Allegedly, JFJ went to the board and asked permission to re-build the Leafs (either before or after the 2005-2006 season), but was rebuked. That’s the moment when he engaged in some of the most inept trades and signings anyone has seen since Mike Milbury attempted to murder the New York Islanders.

Plus, JFJ was woefully under qualified as a GM in the largest hockey market in the world and didn’t receive any help from disposed GM, and then current coach, Pat Quinn. According to Craig Button, who served under JFJ at the time, Ferguson was afraid to involve himself with anyone who could be seen as a threat to his power in the decision-making process. So he was dumb and didn't let anyone help him. Perfect.

Hiring a 36-year-old whose only experience in the NHL was a five-year stint as assistant GM of the St. Louis Blues isn’t the most intelligent decision. But that's not surprising considering MLSE is good at making money, not making savvy hockey decisions.

I’m sure Steve-o and Johnny Knoxville’s parents didn’t pay any attention to them as children, but that doesn’t mean they aren’t morons. Despite the mitigating factors surrounding JFJ’s tenure, he’s still an idiot.

Let me count the reasons why.

It was announced yesterday that Canadiens GM Bob Gainey is stepping down from his position and will be replaced by assistant GM Pierre Gauthier on an interim basis.

"I believe that the general manager position requires a long-term vision and commitment, and I did not want to make a commitment for four or five or six more years."

I’ll believe that Gainey is actually stepping down and he isn’t actually being forced out of his position, but, just for a second, let’s pretend that Gainey is actually being removed against his will. Would Bob Gainey’s dismissal be justified? Here are some possible reasons why the Canadiens would fire Gainey.

I was going to wait to post this until closer to the trade deadline, but since Burkie and Sutter have gone crazy I thought it was appropriate to post it sooner.

GMs of terrible teams look fondly upon the 2007 trade deadline with the same wistful eyes that cocaine dealers get when remembering the 1980s.

This is the trade deadline that made rebuilding even more difficult than it already is. That’s because the 2007 trade deadline is better characterized as the year of overspending or the year of ignorance. Since it was only the second year after the lockout teams didn’t quite realize the tremendous value of draft picks in a cap system, especially first round picks. When you commit a large sum of your cap space to a small group of core players you continually need to replenish your remaining roster spots with young, cheap talent. Having young players make meaningful contributions, while still on their rookie contracts, is essential. GMs who believed they were on the cusp of a Stanley Cup run, or worse, on the cusp of only the playoffs, traded their picks faster than a crack addict selling their sex.

Rick DiPietro, initially slated for a mid-December return, had a set-back in his rehab from knee injury. The Islanders are seeking additional medical opinions on their young netminder who left an AHL game last Friday with leg stiffness. It was only his second game of a conditioning assignment. He hasn’t played in the NHL since last January. Since signing a 15-year, $67.5 million contract before the start of the 2006-2007 season DiPietro has played a total of 130 games. However, he has only played five since last season. This is only one of the major reasons teams should be wary of signing their players to such long-term deals.

The DiPietro deal was perplexing on multiple levels. First, he really only had one good year prior to the contract extension. In the year before the lockout he won 23 games with a 2.36 GAA and .911 save percentage. He even recorded 5 shutouts. After sitting out the lockout, DiPietro returned with mediocre numbers in 2005-2006 and was then rewarded with his major deal. I can’t fault the Isles for re-signing their franchise goalie, but the term is ridiculous. How can you give a 15-year deal to a young player you don’t really know much about. It wasn’t like he was consistently producing since draft day. The second reason this deal was perplexing is because the Islanders already locked up a 28 year-old Alexei Yashin for 10 years and $87.5 million in 2001. Didn’t they learn after Yashin’s production declined precipitously to the point where the Isles bought him out in March 2007? In fact, the Isles will be paying for Yashin until the 2015.

The Islanders case study should be a warning to the rest of the league. Long-term deals are very risky. I guess the real effects of these long-term contracts won’t be realized until the next decade when many of today’s stars begin to age. Over the past years we’ve seen long-term deals given to Marian Hossa (12 years, $62.8 million), Duncan Keith (13 years, $72 million), Henrik Zetterberg (12 year, $73 million), Johan Franzen (11 years, $43.5 million), Mike Richards (12 years, $69 million), Vincent Lecavalier (11 years, $85 million), Roberto Luongo (12 years, $64 million), and Alexander Ovechkin (13 years, $124 million). This does not even include players like Chris Pronger who signed long-term deals in their mid-30s that will last until their early 40s.

Each of these deals has varying degrees of risk to them. The Mike Richards deal is probably the safest considering the reasonable cap hit and the contract will conclude before he is 35. Both the Hossa and Lecavalier deals are probably the riskiest considering they were both signed close to 30 years old and are signed until their early 40s. These deals are risky because there is no way that near the end of these deals, when they are mid-to-late 30s, these players can match their production in the 20s.