Wednesday, February 27, 2019

The Chiarelli Cup: Which GM can make the best starting roster from players they’ve traded away?

Last​ week we tried​ to​ figure​ out​ the​ identity​ of NHL​ history’s most entertaining​ trader by assembling​ starting​ lineups based on​​ players a single GM had traded for. Once we rigged the rules to keep Sam Pollock from rolling over the competition, it turned out to be a tight race.

But plenty of you had the same request: Now do it for players a GM had traded away. Or, as we took to calling it in the comment section, The Chiarelli Cup. OK, the customer is always right. You get your wish. Let’s do this.

A few notes before we get to the teams. First, we’re working with slightly different rules than last week. We’ll keep the Sam Pollock rule – the player himself has to be in the trade, not the draft pick used to select him. But last time, we were only giving GMs credit for what a player did on their team. Today, we’re giving credit for everything a player did in their career after the trade. So in theory, today’s rosters should be slightly better than last week’s.

It’s also worth pointing out that the easiest way to make the cut on a list like this is to have lots of trades to work from. Somebody who was only a GM for a few seasons just isn’t going to have the body of work to compete with somebody who was around for three decades (well, with one exception that we’ll get to). So this doesn’t actually end up being a list of history’s worst GMs like you might think. Guys who are widely considered to have been poor traders, like John Ferguson Jr., Réjean Houle or Mel Bridgman don’t show up here. They didn’t keep the job long enough and didn’t have enough talent to work with when they did.

And here’s one final note: There shouldn’t actually be any suspense here, since the answer is actually kind of obvious. Or at least, it should be. But maybe it isn’t, because of all the names I saw thrown around last week, almost nobody mentioned the actual frontrunner. So let’s see if you can figure it out before we get to the end of the list.

But we’ll begin at the beginning, with the man this exercise was named after.


Team Peter Chiarelli

Goalie: Tim Thomas

Defensemen: Johnny Boychuk, Justin Schultz

Forwards: Taylor Hall, Tyler Seguin, Phil Kessel

It’s a solid group. That forward line is a killer and we could follow it up with a second unit that includes Jordan Eberle and Blake Wheeler. There’s depth all up and down the roster, to be honest, and the Pollock rule means we’re not even giving credit for the Mathew Barzal pick here. But the starting blueliners are just OK and the goaltending isn’t great – Thomas should barely even count, since he was traded to the Islanders, never played and then left as a free agent before playing one more decent NHL season.

So Chiarelli’s not bad. But we can definitely do better. Let’s try the other name that probably popped into your head as soon as you heard the concept.

Team Mike Milbury

Goalie: Roberto Luongo

Defensemen: Zdeno Chara, Darius Kasparaitis

Forwards: Ziggy Palffy, Olli Jokinen, Todd Bertuzzi

Even without quite as much star power up front, this team beats Chiarelli’s pretty easily. It’s more balanced, with first-ballot Hall of Famers in goal and on the blueline. And it’s deep too, with names like Chris Osgood, Mathieu Schneider, Bryan McCabe, Bryan Berard, Michael Peca and Wendel Clark available.

Maybe even more impressively, it’s not like Milbury builds this roster by swinging high-profile but well-balanced blockbusters like some of his colleagues – he lost pretty much every trade that leads to that starting six. And you could make a strong case that we should waive the Pollock rule for Jason Spezza, since Milbury traded the second-overall pick on draft day and it was well-known at the time who the Senators would be using it on. We won’t do that here – rules are rules – but we all know what’s up.

So with apologies to its namesake, it’s Milbury who stakes out the early leader status for the Chiarelli Cup. But the competition is about to heat up.

Team David Poile

Goalie: Devan Dubnyk

Defensemen: Larry Murphy, Seth Jones

Forwards: Mike Gartner, Dino Ciccarelli, Jason Allison

Yikes. This loaded lineup is basically the anti-Milbury team; Poile did well on several of these trades, but has always been willing to give up something to get something. Still, that’s three Hall of Famers from his Washington days, plus two current all-stars – not to mention Shea Weber, who you could swap in on the blueline if you wanted. The third forward is really the only iffy spot, as Allison edges out a three-way Matt Duchene deal that only kind of counts.

The Dubnyk deal is a little bit of a sneaky addition, since he was barely considered an NHLer at that point and was basically given away to Montreal for nothing in return. Still, it counts, and based on his career resurgence in Minnesota it gives Team Poile a potential goaltending controversy with guys like Byron Dafoe and Tomas Vokoun. And as a side note, the Pollock Rule comes into play yet again, and it keeps a couple of big-name draft picks out of the Team Poile lineup: Joe Sakic and Erik Karlsson.

And just like that, I think we’ve got Milbury beat. With the two early favorites already out of the running, let’s see if we can find someone to challenge Poile.

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Tuesday, February 26, 2019

Finding optimism for the Senators in five of history’s most depressing trade deadlines

I​ think there’s a good​ case​ to​ be​ made​ that​ Ottawa Senators fans​ just endured one​ of the most​ depressing​ trade deadlines in​​ NHL history.

Ottawa ended up trading away three veterans, including the team’s most popular player in Mark Stone, plus their next two leading goal scorers in Matt Duchene and Ryan Dzingel. Just in terms of talent going out the door, the Senators’ 2019 deadline exodus is hard to match.

But that’s not what makes the weekend so depressing. Instead, it’s the context here that makes it all sting so much. The Senators wanted to re-sign Duchene and Stone, but apparently couldn’t get them to buy into the team’s long-term vision for a return to contention. Coming on the heels of the Erik Karlsson trade, it’s hard for fans to shake the feeling that their best players just don’t want to be there anymore. And so three more were traded away, leaving behind some good picks and prospects but also a husk of a roster that seems destined to finish dead last. And of course, the Sens can’t even look forward to the draft lottery, because they traded away their first-round pick for one of those players who just said goodbye.

So yeah … not fun. But we’re all about optimism around here, so let’s see if we can find some for Ottawa fans. I went back and looked at five other trade deadlines in modern NHL history that left fans feeling miserable, to see if we could find some small rays of positivity for the Senators.

This might feel like rock bottom in Ottawa. But it felt at least a little like that in these towns too, and maybe we can draw some lessons from that. Cheer up, Sens fans. There are brighter days ahead.

2013 Calgary Flames

The setup: The Flames were about to miss the playoffs for the fourth straight year and the team hadn’t won a round since their 2004 run to the final. For years, there had been rumors that the team would have no choice but to trade franchise icon Jarome Iginla. Year after year, the deadline would pass without a move, and with hope that Iginla could somehow lead the team on one more run at an elusive Cup. But with the Flames struggling and his contract expiring, the 2013 deadline really did feel like the time had come.

What happened: After nearly 17 years, Flames fans finally heard the news they’d been dreading: Iginla had been traded. And then, a few minutes later, they heard it again.

In one of the weirder deadline week moments in recent history, Iginla was reported to have been dealt to the Bruins, only to turn out to actually be headed to Pittsburgh. The deal ended up being Iginla for Kenny Agostino, Ben Hanowski and a first.

Why it hurt: Flames fans got to enjoy the gut punch of the first deal, followed by a momentary reprieve, and then a second uppercut. When the dust settled, the trade felt like the end of an era. And it really was – Iginla finished as the Flames’ career leader in just about every major scoring stat, but never did win that Stanley Cup.

To make matters worse, this is one of those deals that really didn’t work out for anyone in hindsight. Iginla and the Penguins ended up being swept by the Bruins in the playoffs. He’d bounce around three more teams in four years, missing the playoffs in each of his last three seasons. And the Flames didn’t really get anything out of the deal; Agostino and Hanowski didn’t contribute much and they used the first-round pick on Morgan Klimchuk.

In hindsight, both Iginla and the Flames waited too long to move on. You almost wonder if it wouldn’t have been better for everyone if he’d stuck around and just ended his career in Calgary.

But the good news is: The Flames struggled through one more miserable season, but were back in the playoffs by 2015, and even won a round. They haven’t won a playoff game since, but that should change this year. It’s been a long six years, but the Flames are contenders again. It can be done!

Sens fans optimism index: That’s … well, that’s not bad, I guess. But Senators fans are probably hoping to have more to look forward to than one playoff round win in the next five years or so. Let’s see if we can find a team that went on to win a Cup.

2000 Boston Bruins

The setup: Much like the Flames and Iginla, the Bruins were a bad team with an aging superstar running out of time to win a Cup. In this case, it was Ray Bourque, who was heading down the stretch on his 21st season in Boston. The Bruins had been reasonably good over the years, even winning a round in 1999. But the 1999-00 season had gone off the rails, and it was clear that a rebuild was on the way.

With Bourque nearing the end of his career, it was time for Bruins fans to consider the unthinkable: Watching him chase a Cup while wearing another team’s logo.

What happened: The rumor mill had Bourque staying east, with the Flyers emerging as the favorites. But in a mild surprise, the Bruins sent him to the Avalanche instead. Despite how you might remember it, Bourque didn’t go right out and win a Cup in Colorado that year. But he decided to come back for one final season, and this time he and the Avalanche went all the way, leading to the greatest Cup handoff in history.

Why it hurt: The Bruins didn’t get much out of the deal, although that wasn’t even really the point. Instead, it was about finding the right place for Bourque to chase his title. In that sense, the deal was a success, albeit a delayed one. But it was also an acknowledgement that an era was ending without a title in Boston. And while Bruins fans cheered Bourque on in Colorado, seeing him finally lift a Cup in another uniform was a bittersweet moment.

But the good news is: The Bruins did eventually recover and win that Stanley Cup, although it took 11 years to do it.

Sens fans optimism index: Guys, we’re trying to make Senators fans feel better here. Surely we can come up with a slightly better rebound story than one that takes over a decade. Come on, these folks are hurting here – let’s find them a team they can really look up to?

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Monday, February 25, 2019

Weekend rankings: Trade deadline day edition

Welcome​ to the deadline​ day​ power​ rankings.​ Please​ read​ them quickly,​ since there’s a good​ chance that at​ least​ a few of them​​ will be completely out of date within a few hours.

But first, let’s do a quick round up of what’s happened so far. The star of the deadline show has been the Columbus Blue Jackets, who pulled off a pair of deals with the Senators for Matt Duchene and Ryan Dzingel while standing their ground on Artemi Panarin and Sergei Bobrovsky. That means that as of this morning, at least, the Blue Jackets’ roster features four of the top pending UFAs in the league. And they may not keep any of them past this season. As things stand right now, Jarmo Kekalainen hasn’t just pushed all his chips into the middle of the table, he’s also tossed in his watch, wedding ring and his childhood teddy bear.

On one hand, that seems insane. If a team like the Lightning want to go all-in, sure, you could see that. Maybe somebody like the Sharks or Flames too. Those teams are legitimate Cup contenders. And maybe you could even talk yourself into it for someone like the Bruins or Penguins, where cap pressure and aging curves mean there’s a window of opportunity closing. The Blue Jackets’ window isn’t closing, because it was never open to begin with. This is a franchise that’s never won a playoff round and has spent the last few weeks barely hanging onto a wildcard spot in the East. This is the team that’s going to double down?

But on the other hand … well, yeah, maybe this is the team. Look at the Metro right now. The Penguins look worn down. The Capitals have too, at least for long stretches. The Islanders are a great story, but they’re not a team you just take a knee and concede the division to. The Hurricanes might be as good as anyone, but they’re also the Hurricanes. If you’re the Blue Jackets, and you still haven’t won that first playoff round after all these years, and you’re staring down this sort of field, why not take your shot? How many times can you kick the can down the road? Maybe more importantly, how many times can you ask your fans to let you kick the can down the road? If not now, when?

Maybe it doesn’t work and you lose in the first round or even miss the playoffs altogether. (As Ian Mendes pointed out, a last-weekend playoff miss could even come at the hands of the Senators, which would be just about the nightmare scenario for Columbus.) This is exactly the sort of gamble that can cost a GM his job. But that’s why it’s hard not to admire it. In today’s NHL, most GMs would rather play it safe than stick their neck out. Instead, Kekalainen is going old school. He’s pretty much burning the boats.

And he might not be done. We could still see a Panarin trade today, although that’s seeming less likely. At the very least, he won’t be traded for futures. Could we see an old school hockey trade instead? In theory, adding Duchene and Dzingel could give the Blue Jackets the flexibility to at least consider it, although time may have run out.

Outside of Columbus, we’ve still got lots of stories to sort through today. Mark Stone is the biggest name left on the block, and barring a last-minute change of heart, he’ll be traded within the next few hours; Pierre LeBrun has the favorites as “Winnipeg, Boston, Calgary and Nashville in there and perhaps to some lesser degree the Islanders and Vegas.” That’s also a pretty good list of the buyers we’re still waiting on for power moves and there may not be enough big names left for everyone to come away with an impact player.

Another name to keep an eye on: Wayne Simmonds, as the Flyers take the better-late-than-never approach to deadline selling.

We’re also watching the Rangers, who have more selling to do, and the Red Wings, who should. The Hurricanes still seem like a team with something up their sleeve. And what do the Stars do after landing Mats Zuccarello, only to see him break his arm in his very first game?

We’ll know by 3 p.m. ET. Until then, let’s get to the final pre-deadline edition of the rankings.

Road to the Cup

The five teams that look like they’re headed towards a summer of keg stands and fountain pool parties.

There was an outdoor game on Saturday, a fact you had no doubt been looking forward to for weeks or only realized when you looked up from trade rumors and wondered why Gritty was running around naked. The novelty has certainly worn off these games, but this one ended up being a pretty good one despite some less-than-great conditions. The Flyers’ late comeback and overtime win probably won’t end up mattering all that much for them, but it could be the point that keeps the Penguins out of the playoffs.

In other news, we were this close to the pre-game shootout scenario. Maybe next time.

5. New York Islanders (36-18-7, +34 true goals differential*) – At least a few of the warning lights are starting to blink just a little brighter. The Caps are back within two points, and the Islanders haven’t looked great over the last few weeks, even as they’ve continued to earn wins. One of their Metro rivals has just improved, at least for now, and if others follow suit then Dennis Seidenberg isn’t likely to make up the difference. It’s possible that they have a quiet deadline and don’t belong in this spot by Monday afternoon. But it’s not Monday afternoon, and we don’t bump teams based on worst-case scenarios, so they’re still here for now.

4. Boston Bruins (36-17-9, +27) – They haven’t lost in regulation in over a month and have opened up a little bit of ground on the Maple Leafs for home ice in the Atlantic. The presence of the Lightning makes it hard for them to move much higher, but for now, their hot streak is enough to get them into the top five for the first time all season. Now, is it enough to convince Don Sweeney to pull the trigger on something big?

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Friday, February 22, 2019

Grab Bag: An important word about pajamas

In the Friday Grab Bag:
- I wrote a bunch of jokes about players on the trade block, and miraculously none of them got traded overnight to ruin it
- An important word to Islander fans about calling John Tavares Pajama Boy
- An obscure player who Don Cherry is mad at or something?
- The week's three comedy stars, featuring a lot more poop than usual
- And a YouTube look back at a distant past in which the Senators were cheap, losing players and facing arena delays. Sure glad those days are over!

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Puck Soup: Production at both ends

In this week's episode of the Puck Soup podcast:
- So Artemi Panarin apparently pooped his pants
- Lots of trade deadline talk
- I come up with my annual deadline odds, and Greg and Ryan place their bets
- An interview with Scott Hartnell
- Oh good, more Carolina Hurricanes celebration talk
- The Blues and Blackhawks are making the playoffs
- Ryan and I take the "Oscars vs. Cups" quiz
- And lots more...

>> Stream it now:

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