Which GM hire was most damaging for their team?

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Fletcher
Which was immediately followed by Briere

But honestly it's all been downhill since Holmgren was kicked upstairs. And Homer was quite questionable his last few years himself. Hextall restocked the cupboards that had been barren for a decade but didn't do anything to make the roster better via UFA and trades.
 
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Benning and NOT CLOSE.

Some of the trades that could have happened would have made his tenure even more embarrassing

Like the PK subban trade, if CBJ said any name other than PLD at the draft.

And remember he tried to trade for OEL the summer earlier and was gonna give up even more than we he gave up eventually
 
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Too many to figure out who was worst. I started a mental list and realized I was about halfway through the league and gave up trying to name any singular one. I guess a default is always to say whoever is the Sabres GM, but that's just low hanging fruit.
 
Feeling the need to put this all in perspective… here’s Mike Milbury’s track record:

- Hired to be the Islanders coach, then three months later elevated to GM. Milbury had no executive experience outside of coaching.

- It subsequently took Milbury nearly two years to give up the bench role so he could focus on running the front office. When he finally committed to replacing himself as coach, he did so in January and hired Rick Bowness — career record 83-227-33. Bowness barely lasted a calendar year before he was fired midway through the following season so Milbury could replace him with… Milbury again.

- The following season, Milbury inexplicably stayed on as coach again, despite having already said publicly that he couldn’t be effective in the GM and coaching roles at the same time. Of course it didn’t last, and for the second time, he ended up making a January coaching hire — Bill Stewart, who never coached in the NHL before or after this stint. By the summer, Milbury had fallen out publicly with Stewart and fired him.

- I could keep going about coaching choices, but I need to move on to his draft and trading record, so here are the numbers: in 10 seasons, Milbury hired and fired 7 coaches not counting his own appearances of 3 partial-seasons behind the bench. In those 10 seasons, he made 5 mid-season coaching changes. Of the 8 coaches (including himself) who Milbury hired during this era, only 2 ever coached in the NHL again post-NYI.

- Milbury’s draft record is perhaps not as bad as you might expect, but it’s soured by three glaring stains:
  • drafting Rick DiPietro first overall in 2000 and giving him a massive unearned contract that is still paying him through ****ing 2029 (bearing in mind the #2 and #3 picks were Dany Heatley and Marian Gaborik).
  • choosing Robert Nilsson at #15 in arguably the greatest draft of all time (2003) ahead of other first-rounders Parise, Getzlaf, Burns, Kesler, Richards, Boyle, and Perry.
  • their best drafted player from 1998-06 was your pick of Tim Connolly, Cory Stillman, or Frans Nielsen.

- Milbury’s trade record is absolutely legendary. I will just present the facts without commentary, as it speaks for itself:
  • Wade Redden (who would play over 800 games for Ottawa) for Bryan Berard (less than 250 games for NYI, then flipped for 33 terrible games from Felix Potvin)
  • 3rd overall JP Dumont (822 NHL games) for Dmitri Nabokov (55 NHL games)
  • Peak Chris Osgood for 69 games of Justin Papineau and 57 games of Jeremy Colliton
  • Todd Bertuzzi AND Bryan McCabe (each of whom had around 1000 games ahead of them) for an unremarkable 1.5 seasons from Trevor Linden
  • 23-year-old Zdeno Chara and the 1st rounder that became 2OA Jason Spezza for a 28-year-old Alexei Yashin who would never come close to PPG again
  • A massive trade where the core was moving underrated star Ziggy Palffy (who went on to score 150 goals in 4 seasons for LA) for young Olli Jokinen. Which would have been fine, except…
  • … after only one season, he flipped Jokinen AND his own 4OA draft pick Roberto Luongo for Mark Parrish and Oleg Kvasga.
That’s two HOF’ers and a handful of HOVG’ers for damned near nothing in return. He effectively gave the Senators and Panthers franchises a new lease on life.

And to cap all of that off, gave Yashin and DiPietro two of the biggest contracts in league history. Even 20 years later, Yashin’s 10x$8.75M deal still looked like something you’d give a legit franchise player at the beginning of his career, not a late-career malcontent. Both of those deals needed to be bought out at an enormous cost to the cash-strapped franchise.

The overall impact of all of this — the Islanders only made the playoffs 3 times in Milbury’s 10 years at the helm, losing 4-1 in the first round all three times. The next time they won a playoff series was a decade after his departure, which brings to mind the question of how good they could have been with Luongo, Chara, Bertuzzi, Palffy, Spezza, McCabe, Dumont, Redden, and almost anyone other than Nilsson from that 2003 draft.

So yeah… with all due disrespect to the others being named here, the landslide winner is Mike Milbury. There are so many ways he could have built a powerhouse contender on draft capital alone, and instead he damn near killed the franchise completely.
 
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Feeling the need to put this all in perspective… here’s Mike Milbury’s track record:

- Hired to be the Islanders coach, then three months later elevated to GM. Milbury had no executive experience outside of coaching.

- It subsequently took Milbury nearly two years to give up the bench role so he could focus on running the front office. When he finally committed to replacing himself as coach, he did so in January and hired Rick Bowness — career record 83-227-33. Bowness barely lasted a calendar year before he was fired midway through the following season so Milbury could replace him with… Milbury again.

- The following season, Milbury inexplicably stayed on as coach again, despite having already said publicly that he couldn’t be effective in the GM and coaching roles at the same time. Of course it didn’t last, and for the second time, he ended up making a January coaching hire — Bill Stewart, who never coached in the NHL before or after this stint. By the summer, Milbury had fallen out publicly with Stewart and fired him.

- I could keep going about coaching choices, but I need to move on to his draft and trading record, so here are the numbers: in 10 seasons, Milbury hired and fired 7 coaches not counting his own appearances of 3 partial-seasons behind the bench. In those 10 seasons, he made 5 mid-season coaching changes.

- Milbury’s draft record is perhaps not as bad as you might expect, but it’s soured by three glaring stains:
  • drafting Rick DiPietro first overall in 2000 and giving him a massive unearned contract that is still paying him through ****ing 2029 (bearing in mind the #2 and #3 picks were Dany Heatley and Marian Gaborik).
  • choosing Robert Nilsson at #15 in arguably the greatest draft of all time (2003) ahead of other first-rounders Parise, Getzlaf, Burns, Kesler, Richards, Boyle, and Perry.
  • their best drafted player from 1998-06 was your pick of Tim Connolly, Cory Stillman, or Frans Nielsen.

- Milbury’s trade record is absolutely legendary. I will just present the facts without commentary, as it speaks for itself:
  • Wade Redden (who would play over 800 games for Ottawa) for Bryan Berard (less than 250 games for NYI, then flipped for 33 terrible games from Felix Potvin)
  • 3rd overall JP Dumont (822 NHL games) for Dmitri Nabokov (55 NHL games)
  • Peak Chris Osgood for 69 games of Justin Papineau and 57 games of Jeremy Colliton
  • Todd Bertuzzi AND Bryan McCabe (each of whom had around 1000 games ahead of them) for an unremarkable 1.5 seasons from Trevor Linden
  • 23-year-old Zdeno Chara and the 1st rounder that became 2OA Jason Spezza for a 28-year-old Alexei Yashin who would never come close to PPG again
  • A massive trade where the core was moving underrated star Ziggy Palffy (who went on to score 150 goals in 4 seasons for LA) for young Olli Jokinen. Which would have been fine, except…
  • … after only one season, he flipped Jokinen AND his own 4OA draft pick Roberto Luongo for Mark Parrish and Oleg Kvasga.
That’s two HOF’ers and a handful of HOVG’ers for damned near nothing in return. He effectively gave the Senators and Panthers franchises a new lease on life.

And to cap all of that off, gave Yashin and DiPietro two of the biggest contracts in league history. Even 20 years later, Yashin’s 10x$8.75M deal still looked like something you’d give a legit franchise player at the beginning of his career, not a late-career malcontent. Both of those deals needed to be bought out at an enormous cost to the cash-strapped franchise.

The overall impact of all of this — the Islanders only made the playoffs 3 times in Milbury’s 10 years at the helm, losing 4-1 in the first round all three times. The next time they won a playoff series was a decade after his departure, which brings to mind the question of how good they could have been with Luongo, Chara, Bertuzzi, Palffy, Spezza, McCabe, Dumont, Redden, and almost anyone other than Nilsson from that 2003 draft.

So yeah… with all due disrespect to the others being named here, the landslide winner is Mike Milbury. There are so many ways he could have built a powerhouse contender on draft capital alone, and instead he damn near killed the franchise completely.
Tulsky is going to be the anti-Milbury isn't he? Being a nerd pays off.
 
Feeling the need to put this all in perspective… here’s Mike Milbury’s track record:

- Hired to be the Islanders coach, then three months later elevated to GM. Milbury had no executive experience outside of coaching.

- It subsequently took Milbury nearly two years to give up the bench role so he could focus on running the front office. When he finally committed to replacing himself as coach, he did so in January and hired Rick Bowness — career record 83-227-33. Bowness barely lasted a calendar year before he was fired midway through the following season so Milbury could replace him with… Milbury again.

- The following season, Milbury inexplicably stayed on as coach again, despite having already said publicly that he couldn’t be effective in the GM and coaching roles at the same time. Of course it didn’t last, and for the second time, he ended up making a January coaching hire — Bill Stewart, who never coached in the NHL before or after this stint. By the summer, Milbury had fallen out publicly with Stewart and fired him.

- I could keep going about coaching choices, but I need to move on to his draft and trading record, so here are the numbers: in 10 seasons, Milbury hired and fired 7 coaches not counting his own appearances of 3 partial-seasons behind the bench. In those 10 seasons, he made 5 mid-season coaching changes.

- Milbury’s draft record is perhaps not as bad as you might expect, but it’s soured by three glaring stains:
  • drafting Rick DiPietro first overall in 2000 and giving him a massive unearned contract that is still paying him through ****ing 2029 (bearing in mind the #2 and #3 picks were Dany Heatley and Marian Gaborik).
  • choosing Robert Nilsson at #15 in arguably the greatest draft of all time (2003) ahead of other first-rounders Parise, Getzlaf, Burns, Kesler, Richards, Boyle, and Perry.
  • their best drafted player from 1998-06 was your pick of Tim Connolly, Cory Stillman, or Frans Nielsen.

- Milbury’s trade record is absolutely legendary. I will just present the facts without commentary, as it speaks for itself:
  • Wade Redden (who would play over 800 games for Ottawa) for Bryan Berard (less than 250 games for NYI, then flipped for 33 terrible games from Felix Potvin)
  • 3rd overall JP Dumont (822 NHL games) for Dmitri Nabokov (55 NHL games)
  • Peak Chris Osgood for 69 games of Justin Papineau and 57 games of Jeremy Colliton
  • Todd Bertuzzi AND Bryan McCabe (each of whom had around 1000 games ahead of them) for an unremarkable 1.5 seasons from Trevor Linden
  • 23-year-old Zdeno Chara and the 1st rounder that became 2OA Jason Spezza for a 28-year-old Alexei Yashin who would never come close to PPG again
  • A massive trade where the core was moving underrated star Ziggy Palffy (who went on to score 150 goals in 4 seasons for LA) for young Olli Jokinen. Which would have been fine, except…
  • … after only one season, he flipped Jokinen AND his own 4OA draft pick Roberto Luongo for Mark Parrish and Oleg Kvasga.
That’s two HOF’ers and a handful of HOVG’ers for damned near nothing in return. He effectively gave the Senators and Panthers franchises a new lease on life.

And to cap all of that off, gave Yashin and DiPietro two of the biggest contracts in league history. Even 20 years later, Yashin’s 10x$8.75M deal still looked like something you’d give a legit franchise player at the beginning of his career, not a late-career malcontent. Both of those deals needed to be bought out at an enormous cost to the cash-strapped franchise.

The overall impact of all of this — the Islanders only made the playoffs 3 times in Milbury’s 10 years at the helm, losing 4-1 in the first round all three times. The next time they won a playoff series was a decade after his departure, which brings to mind the question of how good they could have been with Luongo, Chara, Bertuzzi, Palffy, Spezza, McCabe, Dumont, Redden, and almost anyone other than Nilsson from that 2003 draft.

So yeah… with all due disrespect to the others being named here, the landslide winner is Mike Milbury. There are so many ways he could have built a powerhouse contender on draft capital alone, and instead he damn near killed the franchise completely.
In my 30ish years on NHL Fandom this is the example that comes to mind. All these fans giving examples of a bad GM their team had, while that team still made the playoffs and had premium talent stay... it's not comparable to the carnage listed above that damaged the franchise for a decade plus.
 
Fletcher did way more damage to the Flyers than Hexy ever did.
Fletcher didn't pick Patrick over Heiskanen or Makar.
Fletcher didn't pick Provorov over Rantanaen.
Fletcher didn't pick Jay OBrien.
Fletcher didn't hire Dave Hakstol.

There is a timeline Hextall nails his picks and the Flyers contend for a cup. Hextall missing on those picks set the franchise back a decade

If Hextall wasn't so shit at his job and kept it, there would have been no vacancy for Fletcher to fill. We are in this timeline because Hextall f***ing sucks.

Make no mistake Fletcher is bad, this is like picking between cancer and aids.
 
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Ken Holland’s last 9 years in Detroit were pretty rough.

He had Datsyuk and Zetterberg and Lidstrom until 2012, but didn’t build around them. The team behind D&Z was as low impact as they came.

The FA moves he made were questionable at best. Long term 2nd line money to Helm, Abdelkader, Nielsen, DeKeyser. Bringing cleary back when he was washed. Trading a 1st (that became Vasilevsky) for Quincey)

He held onto Babcock way too long as coach. Even when it was obvious free agents didn’t want to play for him.

His draft record from 2010 to 2018 was bad, especially bad under Tyler Wright. The best players Detroit picked in this span were Hronek and Larkin while missing out on so many other solid players at the 2015 to 2018 drafts.
 
Milbury remains the gold standard. I recall a Whalers' fan arguing that Ed Johnston trading away Ron Francis killed the Whalers, maybe there's some GM in history that did such a bad job they torpedoed the franchise and they'd be the best answer here.
 
I'm going to put my personal least favorite/most damaging to his team GM out there - William Scott Bowman. Took a team on the verge of playing in the Cup finals and left it ruinously dead last in the NHL.

Great coach over his career, wonderful at pushing players buttons and getting them to play systems... but his massive ego was beyond anything I've heard or read about since.
 
Agree, although the nolan patrick draft pick was pretty f***ing horrible.
consider what Rantanen and Makar meant to Colorado. They could have been Flyers.
I understand Fletcher made bonehead moves and didn't nail his picks either, but missing on both Rantanen and Makar >>>>. those are the moves that set a franchise back years and years. catastrophic.
 
consider what Rantanen and Makar meant to Colorado. They could have been Flyers.
I understand Fletcher made bonehead moves and didn't nail his picks either, but missing on both Rantanen and Makar >>>>. those are the moves that set a franchise back years and years. catastrophic.
Not a fan of Hextall either, but he atleast had a vision and plan to acquire talent, even if he picked the wrong players. Fletcher was flailing in the wind with no discernable franchise direction.
 
It's Milbury, absolutely without question.

...but I'm convinced that Doug "I Drafted Rick Nash" MacLean is a strong contender for runner-up. Hired as team president, and insisted on appointing himself as GM and at one point even as coach (yes, all three jobs simultaneously). Good at sales pitches and occasionally spotting front office talent (when he wasn't hiring yes-men), but such a massive egotist that he overruled and micromanaged them all the time. Columbus exists as a franchise in spite of him.
 
Milbury remains the gold standard. I recall a Whalers' fan arguing that Ed Johnston trading away Ron Francis killed the Whalers, maybe there's some GM in history that did such a bad job they torpedoed the franchise and they'd be the best answer here.
I will never forget the words of WFSB Sports Anchor Dave Smith announcing the firing of Johnston in 1992: "The man who annoyed so many of you is finally gone".
 
The Oilers hat trick of Chiarelli, Holland, and now Stan Bowman has done immeasurable damage. They would have at least one Cup by now if the team was properly run, but here we are in Year 10 of Connor McDavid wondering if John Klingberg’s bionic hips and a goalie with a .902 save percentage are the solutions on defence and in goal. Just complete idiocy from a group of has beens every season.
Holland inherited Chiarelli’s disaster and ended up putting together a team that was a goal away from the cup

He made some mistakes for sure, Campbell, Nurse etc but his overall body of work was solid

Too early still to judge Bowman, but if they all have one thing in common, none seem able to solve the problem in net
 

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