NHL99: Doug Gilmour and how the biggest trade in NHL history turned him into a superstar

Your team is about to make a trade. A big one. And not just one of those standard-issue rental deals we see so much of these days, in which only one team is really trying to improve while the other is kicking the can down the road. No, this is two teams that are both trying to get better, right now, and carefully exchanging pieces to try to make it happen.

How do you want the trade to work out?

If you’re feeling polite, you might say that you hope it ends up being a win for both teams. You’ll miss the players who are heading the other way, and you wish them nothing but the best. Trading doesn’t have to be a zero-sum game, you might remind yourself, and a good one can work out just fine for both teams. You would tell yourself that because you’re a good person.

You would be lying. You don’t want that at all.

No, you want the trade to be so lopsided that it feels unfair. You want to read about it on those “biggest heist in sports history” lists for decades to come. You want everyone your team dealt away to turn into a pumpkin. And somehow, against all odds, you want the key piece coming back in the deal to level up into something they’ve never been before. You want the guy you didn’t give up all that much to get to find another gear and become the best player on the team. No, screw that, since we’re getting crazy, maybe the best player in the whole league.

In other words, you want your team’s blockbuster to turn into the Doug Gilmour trade. But the problem with Doug Gilmour trades is that they don’t happen very often. Maybe, you could argue, only once.

We can still feel the impact of the Doug Gilmour trade today. It screwed up the perception of how trades work for an entire generation of hockey fans. It decimated a Stanley Cup winner that still hasn’t won another title since. And it reinvigorated a hockey market that wasn’t quite dying but was certainly in a coma, one self-inflicted by two decades of incompetence.

And yeah, if you haven’t guessed it by now, this is one of those pieces that’s going to get kind of Maple Leafs-centric, even though Gilmour played over two-thirds of his 20-year career for a collection of a half-dozen other teams. If you’re the sort of person who’s bothered by that, I don’t know what to tell you. Doug Gilmour, who comes in at No. 66 on The Athletic’s list of the greatest players of the NHL’s modern era, was a very good player for a very long time for a very long list of NHL teams. But for a couple of seasons in Toronto, he became something more, and that’s what we’re going to focus on because this is my piece.

Let’s look back at the most important trade in the history of the NHL, assuming you define that history through the eyes of a thoroughly disillusioned and hopeless young Maple Leafs fan.

>> Read the full post at The Athletic

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The biggest trade involving each Canadian team combo, ranked

With less than a month to go until the trading deadline, the seven Canadian teams in the North Division are facing a dilemma. How do you work around a mandatory 14-day quarantine for players crossing the border from the United States?

Do you make your trades early so that you can still get some use out of a player down the stretch? Do you work on deadline day with an eye towards the playoffs, all but writing off the rest of the regular season? Reduce your offers to reflect that change in value? Resign yourself to riding out the year with what you already have, flaws and all, because at least those guys are already here?

Or maybe, you make the only sort of deal that won’t have to worry about quarantine. Maybe all the Canadian teams need to figure out a way to trade with each other.

That’s apparently what they may be doing, according to Craig Custance. That could create an interesting dynamic, because the history of all-Canadian trades is a decidedly mixed one. Some teams almost never trade with each other, while others have hooked up on multiple big moves. It’s all over the map.

That feels like the sort of thing that’s ripe for a ranking. So today, we’re going to go back and find the biggest trade between each of the existing Canadian teams, a total of 21 possible combinations. Then we’re going to rank them from least to most important. Along the way, we’ll meet a few of the bigger trades in NHL history, a few more that will trigger an “Oh yeah, I remember that one” moment, and some that you probably have no recollection of at all unless you were one of the players involved.

But first, a few ground rules. We’re only looking for trades involving players here, because draft pick swaps are boring. More importantly, this list is for the seven existing teams only – sorry Nordiques fans, as well as any old-timers hoping for some Montreal Wanderers content today. Did I make this rule specifically so that I wouldn’t have to relive the Wendel Clark trade? I cannot confirm or deny.

Finally, as always, we’re counting both versions of the Jets as one team, and ignoring anyone who wants to get pedantic about franchise lineages. (This also makes it possible to do a full list, since the post-Thrashers version of the Jets have yet to make any trades with a few Canadian teams.)

We’ll be digging into the NHL Trade Tracker database, with some support from Hockey Reference. Let’s start with the smallest biggest deal we can find and work our way up.

(Thanks to reader James for suggesting the idea.)

21. Calgary/Winnipeg: Akim Aliu for John Negrin

This midseason trade from 2012 didn’t get much notice at the time, because Aliu had yet to crack the NHL and Negrin had been there for just three games back in 2009. If you heard about the deal at all, it may have been because of a neat quirk: Aliu had previously been loaned to the Flames AHL affiliate that Negrin was already playing for, meaning this was technically a case of two teammates being traded for each other.

Aliu would debut for the Flames later that year, and played a total of seven games in Calgary. Negrin never made it back to the NHL.

So why does this deal make our list as the biggest ever player trade between the Jets and Flames? Because it appears to be the only one. The original Jets never made a deal with the Flames once they arrived in Calgary, and this deal is the only one they’ve made since the NHL returned to Winnipeg. I guess when these two teams get together they spend all their time taking about hockey not working in Atlanta and none of it talking trade.

20. Montreal/Ottawa: Mike Reilly for a fifth

The Habs and Senators have apparently only made three player trades in three decades. We’ve got this one from last year, the Matthew Peca deal, or Andreas Dackell for an eighth-round pick. Reilly’s at least a regular in Ottawa these days, so this one pretty much wins by default.

19. Calgary/Ottawa: The Sens get a second for Curtis Lazar

Lazar was a first-round pick who’d been hyped as a solid prospect, but by 2017 he was spinning his wheels in Ottawa. His name surfaced at the deadline, and reports that the Sens would want a high pick for him were mostly met with eyerolls – this was a guy with one point in 33 NHL games that year. Somehow, Pierre Dorion got the Flames to pay up, landing a second-round pick he turned into Alex Formenton. For their part, Calgary got 70 games and three goals out of Lazar. That’s not much, but it’s enough to nudge out a handful of even smaller Sens/Flames trades, like Nick Shore three years ago, Alex Chiasson in 2016 or the big Mark Osiecki/Chris Lindberg blockbuster from the early 90s.

18. Vancouver/Winnipeg: Ivan Hlinka for Brent Ashton

Do you know who Artur Oktyabrev or Dan Ratushny are? No? Then we’re pretty much left with this 1981 trade, which at least features two recognizable names. NHL fans probably remember Hlinka as the future coach of the Penguins, but he was a Czech legend who had a couple of 60-point seasons as a Canuck after the Jets sent his rights to Vancouver for Ashton, a useful journeyman who was immediately flipped to the Rockies for Lucien DeBlois.

17. Edmonton/Ottawa: Ales Hemsky for picks

These teams love to get together on classic “let’s remember some guys” deals involving names like Frantisek Musil, Brian Glynn and Eric Gryba. Their most recent deal was Tyler Ennis a year ago, but I’m going with the Sens’ 2014 deadline pickup of Hemsky, who was in his 11th year in Edmonton. He was OK down the stretch in Ottawa but couldn’t get them into the playoffs before departing as free agent; the Oilers got a third and a fifth for him but neither pick has played in the NHL.

16. Ottawa/Winnipeg: Dylan DeMelo for a third

Our only other option seems to be the 1993 Dmitri Filimonov trade, but this 2019 deal was a reasonably decent one that saw the Jets land a player who remains a key piece. The Senators used the pick on goalie Leevi Merilainen, who Scott Wheeler thought was a minor reach.

15. Edmonton/Vancouver: The Canucks get Gretzky’s wingman

Like most of the Smythe Division rivals, there isn’t as much of a trade history here as you might expect. There are a few deals, including the 2019 Ryan Spooner/Sam Gagner swap, but not many with an impact. I’ll go with a 1981 deadline deal that saw the Oilers send Blair MacDonald to Vancouver for Garry Lariviere and Ken Berry; none of those guys were stars, but they were three decent NHLers and MacDonald was just one year removed from a 94-point season that demonstrated the life-changing power of being Wayne Gretzky’s linemate. He couldn’t match those numbers in Vancouver, but was part of their surprise run to the 1982 final.

>> Read the full post at The Athletic.

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Grab Bag: Want to be the NHL's next commissioner? Apply now!

In the Friday Grab Bag:
- I got a hold of the NHL's job posting for the next commissioner
- The Hurricanes and Ducks are doing something very cool tonight
- An obscure player who beat Ron Hextall to history by three days
- The week's three comedy stars feature the Habs being very mean to the Senators
- And we welcome Seattle to the NHL by looking back at how the league did expansion 20 years ago in a wild YouTube breakdown

>> Read the full post at The Athletic

25 years later, 25 fun facts about the Gilmour trade

Monday marks the 25th anniversary of one of the biggest trades in NHL history: the blockbuster 1992 deal that sent Doug Gilmour from the Calgary Flames to the Toronto Maple Leafs.

In hindsight, it was the trade that reinvigorated a Maple Leafs franchise still digging out from the Harold Ballard era, while extinguishing any hope that the Flames’ Stanley Cup contender status could be revived.

Hearing the move announced for the first time back then was a legitimately stunning experience; once the names started, they just kept coming. The deal involved ten players, sending Gary Leeman, Michel Petit, Jeff Reese, Craig Berube and Alexander Godynyuk to the Flames in exchange for Gilmour, Jamie Macoun, Ric Nattress, Rick Wamsley and Kent Manderville.

In terms of the sheer number of players involved, the deal really was the biggest in NHL history, and remains so to this day. And while other trades may have had a bigger impact – Wayne Gretzky, Eric Lindros and Phil Esposito all come to mind – that list is a relatively short one.

So today, let's celebrate the deal's silver anniversary with 25 facts about the Doug Gilmour trade.

—

1. The trade happened the day after Gilmour walked out on the Flames.

Let's lead off with this one, because it's important but has somehow been largely forgotten over the years.

These days, the trade is held up as a classic lopsided blockbuster, and as we'll get to, that's a fair assessment.

But it's not like the Flames just woke up one day and said "Let's trade a really good player for a bunch of worse ones." They kind of had no choice.

Gilmour was miserable in Calgary, feuding with GM Doug Risebrough (and at one point, allegedly overhearing a phone call in which Risebrough talked about trading him). Mix in a contract dispute that was turning fans against him, and it was well-known that Gilmour wanted out.

But things escalated on New Year's Day. Hours after putting up two points in a win over Montreal, Gilmour packed up his gear and left the Flames. The deal had obviously been in the works long before that – ten player deals don't just come together in 24 hours – but Gilmour's walkout sped things along and stripped the Flames of virtually any remaining leverage.

It gets in the way of the "dumb team gives away a superstar" storyline, but fair is fair. You can't tell the story of this trade without mentioning that Gilmour was already an ex-Flame when it happened.

2. Risebrough knew the Flames pretty well

Most fans know that Risebrough was the Flames GM at the time. What isn't as well remembered is that he was also in his second season as the team's head coach.

Pulling double duty was relatively rare back then, though not unheard of, and in theory Risebrough would have had a chance to evaluate the players he was trading away up close.

(As a side note, his dual status didn't last long. Two months after the Gilmour trade went down, the Flames lost to the Canucks 11-0 and Risebrough resigned as coach. He'd remain as GM until 1995, though.)

3. Cliff Fletcher knew the Flames pretty well, too

Fletcher had been the first and only GM in Flames' franchise history until after the 1990-91 season, when he headed to Toronto to assume near total control of the Maple Leafs. This wasn't his first Leafs blockbuster – that would have been the September 1991 deal that saw Toronto acquire Grant Fuhr and Glenn Anderson from the Oilers. But it was his first chance to deal with his old club, and with the man who had replaced him.

Needless to say, Fletcher knew the players he was getting at least as well as the ones he was giving up. And in hindsight, it showed.

4. A Gilmour/Leeman trade had been rumoured for weeks

Even before Gilmour forced the Flames' hand, rumours had been flying that a deal would send him to Toronto for Leeman. The Leafs' winger was having an awful season, with just seven goals through the first half, but was still less than two years removed from scoring 112 goals over three seasons, peaking with 50 in 1989-90.

Things had fallen apart for Leeman in November 1990, when in the span of 24 hours the Leafs traded away his centreman, Ed Olczyk, and he suffered a serious shoulder injury.

He was still feeling some lingering effects of that injury and hadn't clicked with new linemates; the idea that he could get healthy and regain his scoring touch next to someone like Joe Nieuwendyk or Theo Fleury wasn't all that far-fetched.

But even given that, most figured that a straight up one-for-one deal probably didn't make sense, and that a player or two would have to be thrown in to make it work. We just didn't realize that "a player or two" would end up ballooning to eight other names.

5. One of the worst losses in Leafs history may have helped the deal go down

While Gilmour's walkout was the biggest factor in pushing the Flames towards a deal, the Maple Leafs may have been given a nudge of their own by one of the worst performances in franchise history. On December 26, 1991, the Leafs went to Pittsburgh and got blown out by a score of 12-1.

Any thoughts of patience on Fletcher's part probably evaporated as he watched the defending champs toy with his sad-sack team. Chance was going to be needed, and minor tinkering wouldn't cut it. One week later, he pulled the trigger on the trade that blew his roster to smithereens.

>> Read the full post at Sportsnet

A brief history of double-digit blowouts

Hockey fans are still buzzing about the early November matchup between the Blue Jackets and Canadiens.

Did I say "buzzing about?" I meant laughing about. And occasionally high-fiving about. And maybe also getting tattoos in commemoration of. Look, I won't tell you how to live your life.

But as much fun as the hockey world is having with the Canadiens in the wake of their 10-0 loss, it's worth pointing out that it's not unheard of for an NHL team to lose a game by double digits. While that game was the first since 2003, the Canadiens actually became the 74^th team in league history to lose a game by 10 or more.

Let's take a look back at some of the other teams that have pulled it off.

1943-44 New York Rangers

We might as well start with the single worst loss in NHL history.

The 1943-44 Rangers were quite possibly the worst team the NHL has ever seen. They suffered through the worst start of all-time, going 15 games before they earned their first win. They didn’t win their sixth game until Jan. 22, and that turned out to be their last victory of the season, as they closed with a 21-game winless streak. They gave up double-digit goals seven times.

And on Jan. 23, 1944, the Rangers visited the Red Wings and turned in what still stands as the worst performance in NHL history. The Wings scored two in the first, five in the second, and then poured it on with eight more in the third for a total of 15 goals on the night. (A 16^th goal was waved off because it went in a fraction of a second after the final siren.) The Rangers managed only nine shots, none of which found the back of the net.

The 15-0 final still stands as the biggest blowout in NHL history. And in today's low-scoring league, we can probably go ahead and say that the record will never be broken.

1983-84 Edmonton Oilers

Double-digit losses don’t only happen to bad teams. Even the best teams can fall victim to an awful night. And that includes teams that are just a few months away from winning the Stanley Cup.

The 1983-84 Oilers could even make a case as one of the best teams ever. They racked up 119 points, finishing tops in the league by a mile. They scored 446 goals, averaging more than a goal-per-game more than the next highest scoring team. They had three 50-goal scorers and four 100-point players, including Wayne Gretzky winning his fifth-straight Hart trophy with 87 goals and 205 points.

And on Feb. 12, they got destroyed by, of all teams, the Hartford Whalers.

The Whalers weren't even very good, winning 28 games and missing the playoffs. But that night, they ran up the score on the mighty Oilers on their way to an 11-0 win. Ron Francis had four goals and Greg Malone had three. Hartford's Greg Millen posted the shutout, while Edmonton's Grant Fuhr and Andy Moog emphatically did not.

The game capped off a five-game losing streak for Edmonton, one that also included a 9-2 loss to the Capitals. It was apparently a wakeup call: they immediately kicked off an eight-game winning streak. They went on to win that year's Stanley Cup, losing only four playoff games in the process and launching the sport's last great dynasty.

>> Read the full post at The Hockey News

Grab bag: The Doug Gilmour trade

In this week's grab bag:
- Three comedy stars, plus one who'll live in your nightmares forever
- Everyone's mad at the NHL for screwing up the new puck-hits-netting review rule. But everyone is wrong.
- An obscure player who was the league's first outdoor hero
- Checking in on Don Cherry, who is under a lot of pressure
- And a YouTube breakdown of a time long ago when NHL GMs actually made real blockbuster trades...

>> Read the full post on Grantland