The Oilers need to be patient, yet again

After the Oilers won the Golden Ticket at the 2015 Draft Lottery, they brought Peter Chiarelli on board to help guide the franchise to success. He was a seasoned, veteran general manager who had the pedigree of winning a Stanley Cup in Boston and he was a much-welcomed breath of fresh air from the Old Boys Club who had unsuccessfully managed the organization for many years prior.

To be blunt, it didn’t go as planned. He created many cracks and holes on the ship that led to the Oilers sinking. He was fired three-and-a-half years into his tenure and the Oilers are now back at square one. This time, rather than finding somebody to steer a ship loaded with prospects and financial freedom to success, the Oilers need to find somebody to clean up the wreck left by Chiarelli.

The situation

On the bright side, the Oilers still have a nice core of Connor McDavid, Leon Draisaitl, Ryan Nugent-Hopkins, Oscar Klefbom, Darnell Nurse, and Adam Larsson under control for at least two more years after this one. Of course, on the not-so-bright side, the Oilers have a wealth of bad contracts bogging them down, making it difficult to add to that solid core. Also, Chiarelli managed to lose value in so many deals that the Oilers now lack high-quality depth.

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So while Edmonton has a core featuring the best player in the league to build around, the next general manager brought in will have to navigate through salary cap hell while also accumulating talent up and down the roster.

The last thing Oilers fans — who have endured many years of tanking, coaching and management changes, and failed rebuilds — want to hear is be patient. Unfortunately, there aren’t any quick fixes. Patience is what it’s going to take to turn this ship around.

Nov 24, 2017; Buffalo, NY, USA; Edmonton Oilers left wing Milan Lucic (27) against the Buffalo Sabres at KeyBank Center. Buffalo beats Edmonton 3 to 1. Mandatory Credit: Timothy T. Ludwig-USA TODAY Sports

Navigating cap hell

The biggest issue for whoever takes over is going to be navigating the Oilers out of cap hell. The Oilers already have the majority of their roster intact for the 2019-20 season and it’s going to take some time to push out the bad contracts weighing this team down. 

Assuming Kailer Yamamoto and Evan Bouchard are on the team, the Oilers have eight forwards, eight defencemen, and one goalie combining for roughly $72 million against the salary cap. RFAs Jesse Puljujarvi and Jujhar Khaira will be back with new contracts, while Ty Rattie and Tobias Reider might not. Ryan Spooner and Brandon Manning could be buried, which would save just over $2 million. Regardless, the Oilers don’t have much wiggle room.

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Some of Chiarelli’s most puzzling moves came in the final few months before he got fired. He turned two serviceable forwards, Ryan Strome and Drake Caggiula, into two players who are best served as buried contracts in the AHL, Ryan Spooner and Brandon Manning. He also inked Mikko Koskinen, a goalie with virtually zero track record of success at the NHL level, to a fairly big contract.

These are the death by a thousand papercuts moves that highlighted Chiarelli’s tenure as Oilers general manager. Out went two decent players, in came roughly $3 million in dead cap room. The Koskinen deal may end up being fine if he plays as he did in his first two-dozen games with the Oilers, but if he doesn’t, he’ll end up being added to the list of problematic contracts along with Milan Lucic, Andrej Sekera, and Kris Russell.

Ideally, the Oilers could trade Spooner and Manning without taking anything back in return. I can’t imagine anyone is lining up to take on those cap hits, though. They could also buy both players out, putting them on top of the charges they have for getting rid of Benoit Pouliot and Eric Gryba. It would cost $1,333,333 over two seasons to buy out Spooner and it would cost $916,667 and $666,667 over the next two years to buy out Manning. It’s best just to bite the bullet with these players as their deals expire after the 2019-20 season.

The other problematic contracts aren’t going anywhere soon. The biggest one, of course, is the Milan Lucic deal. There are four more years left after this one and it’s been structured to be buyout proof. Andrej Sekera may or may not be a problem. He’s got two more years left at $5.5 million and we have no idea what to expect from him coming off his second major injury. Putting Kris Russell in this category is probably a bit unfair. He’s a solid player, and while $4 million is a little rich, you can do a lot worse. Koskinen, as I said earlier, could also end up in this category too. All the Oilers can do is hope he’s the goalie he was earlier in the season.

The key to working through salary cap hell is patience. If the Oilers had a Stanley Cup window open right now, you could validate things like using draft picks and prospects to dump bad contracts and buyouts to spread deals over a longer period of time. But the Oilers are back into somewhat of a rebuilding phase, so the best thing to do is let these things ride out rather than trying to look for a quick and easy solution with long-term ramifications.

Sep 17, 2018; Calgary, Alberta, CAN; Edmonton Oilers defenseman Evan Bouchard (75) skates against the Calgary Flames during the third period at Scotiabank Saddledome. Edmonton Oilers won 7-4. Mandatory Credit: Sergei Belski-USA TODAY Sports

Finding talent

The other part of navigating salary cap hell involves being conservative when it comes to talent acquisition. The Oilers are badly lacking high-quality depth on their roster at this stage, but given their situation, they can’t go nuts in free agency to solve their problems.

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The bright side is that there’s already a foundation here to build around. Beyond the talent like McDavid, Draisaitl, and Klefbom already on the roster, the Oilers have some interesting young players working their way up the system.

Evan Bouchard looked good during his cup of coffee at the NHL at the beginning of the season and Caleb Jones was better during his call-up than anybody could have expected. The AHL team in Bakersfield, led by young talents like Cooper Marody, Tyler Benson, Jones, and William Lagesson, is currently on a 12-game winning streak. Michael McLeod, Krill Maksimov, and Ostaf Safin are next in line to join the Condors as the older players graduate to the NHL level.

As the Oilers slowly work their way out of salary cap hell, they need to shift their focus to loading the system with talent. On one hand, they’re only a few points out of a playoff spot right now, on the other hand, they’re only a few points up on dead last in the league. I’m not suggesting the Oilers go on a tankathon as we saw in the early 2010s, but the priority right now can’t be loading up for a short-term run.

Accumulating talent goes hand in hand with working out of cap hell. The key is patience and making decisions that benefit the long-term health of the organization. It’s better to deal Alex Chiasson, Alex Petrovic, Kevin Gravel, Cam Talbot, and whoever else on short-term deals at the deadline than it is to give up draft picks and prospects to make a run at making the playoffs.

It’s the same deal next year too. The top priorities right now are shedding dead weight and adding to the system. Maybe the team can squeeze into the playoffs with what they already have, but the goal shouldn’t be to make additions, whether through trade or free agency, that simply put a bandaid over the wound.

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What does it all mean?

It’s easy to be frustrated about where the organization is standing right now. I mean, it’s impossible not to be. Nobody expected back when the Oilers won the lottery that this is where they would be four years into McDavid’s NHL career. The organization is worse off after three-and-a-half years of Peter Chiarelli than it was when they hired him.

Unfortunately, the only way through this mess is patience. The Oilers have two major issues to fix due to the Chiarelli era. They’re deep in salary cap hell and they lack high-quality depth. You can’t quickly work out of salary cap hell and, if you’re in salary cap hell, you can’t just go on a shopping spree to acquire quality depth.

Chiarelli made a lot of mistakes during his time here, obviously. I think the biggest issue, though, was haste to make changes. He came in and quickly spent the open salary cap room he had on free agents and dealt away high-quality assets to fill holes. Had he taken the time to allow the young team to figure itself out, things could have gone a lot differently.

If the next general manager comes in and tries to remedy the Oilers with a quick fix, things will only get worse. Buyouts will worsen the cap situation long-term. Trading prospects and draft picks for short-term solutions will continue to hemorrhage the organization of depth. Being active in free agency will sink the Oilers deeper into cap hell.

The only solution is patience. It’ll take time, but they have to get it right this time.

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  • KMM

    Has anyone considered the possibility that maybe McDavid should be dangled for a possible trade? I know many (all?) readers here will recoil in horror at the thought. But here’s the idea behind it: If the Oilers really are in rebuild mode, and if they are in cap hell, and if they can’t expect to contend for several years, then what really is the point of hanging on to the asset who is most likely to bring a return that will get us out of that situation most quickly? I’m not saying “Trade McDavid”. I’m asking: What kind of return could McDavid realistically bring? How many first rate prospects, number one draft picks? Could they get a team to take Lucic’s contract as part of the deal? I’m not enough of a cap geek to be able to answer those questions. But I think at some point — maybe a point that is realistic — it makes sense in hockey terms to trade McDavid and start over. Now, I’ll just thank god that this is an online forum and no one can punch me for even suggesting this.

    • Heschultzhescores

      They’d mess it up. Just look at their track history. McD is the best thing we have by 100x. Why less with something that actually worked out? Yes it was lucky we got him. The best move the Oilers made in 12 years was a lottery ball.

      • KMM

        Sure — based on past experience, there’s good reason to think they wouldn’t get the right return for McDavid or that they would mismanage the assets they did get for him, or both. I understand that. But the question I asked is not “How likely is it that the current management to fix the mess the Oilers are in?”. The question I’m asking is: Given that they have to do something (and not trading McDavid is something), what should they do *if their goal is to try to build the team into a contender*? But maybe that is not their goal, and maybe lots of fans have simply given up on that goal also. In that case, I guess it makes sense to just enjoy Connor while we can (or stop watching and following the team) and not worry about playoffs or the like.

    • Reg Dunlop

      I think, if the right GM was approached and if he was drunk enough, he might take Lucic off our hands if McDavid was thrown in. Might be better to just healthy scratch him until he asks for a trade and then do a Lindros type deal for McDavid. Realistically, the return could be an entire second line with a similar cap hit to Connor’s. Another possibility would be a Draisaitl trade. 2 top 4 defencemen maybe coming back with a combined cap hit similar to Leon’s. I am sick and tired of watching Oiler d-men fire the puck off the glass and out. That is all they can manage and it JUST DOESN”T WORK.

    • BobbyCanuck

      I would trade McDavid, only if Lucic waives his NMC, send an email to all the teams.

      McDavid and Lucic for:
      1) your top pairing D, 1st RW, 1st Goalie, next first round draft pick
      2) your top RD, 1C, 1RW, next 3 first round draft picks

      You get the point, McDavid is good, he is really really good

  • YFC Prez

    To those of us who still have their season passes. Those who still go to the games. Those that still watch every game on tv I really do salute you. I finally checked out last year. It is just very hard being a fan of the Edmonton Oilers. I don’t think any other professional sports franchise has had a worse run than the oilers of the last decade. When this franchise was gifted mcdavid and still couldn’t make it work, I lost a lot of my fandom. Never thought it would happen but it finally did. I reached my limit.

    Once this roster is finally figured out and the oilers are competative and playing hard every night I will be back. It was so close when hitch was hired. I thought that was it, I had a team worth watching again but it was short lived.

    I agree the oilers need to be patient. I unfortunately have no more patience to give. It’s heartbreaking watching this as mcdavid enters his prime years.

    I still pop by the nation to read the occasional Brownlee article but havnt really participated in any of the conversation like in the past. I still keep an eye on the team. But being a invested fan of the oilers I just can’t do that any longer.

    I just can’t be patient this time.

  • Dwayne Roloson 35

    Can we even get deeper into cap hell? Don’t we only have like 50,000 in cap space?

    What a mess. Can’t believe how screwed we are. Chias final moves before leaving set us back even more. Such a joke. It’ll probably anywhere from 2-5 years before we can be considered a contender.

    We need to get rid of so many guys. Ughhhh. I’m out of patience.

      • That's My Point

        Keep Skinner and Starrett in the AHL, they are winning.
        Hopefully they go far into the playoffs.
        If they are brought up now they will lose in the NHL and the farm team will ALSO LOSE.
        Sell as many NHL pieces for picks NOW, and plan for the FUTURE.
        This is going to be a LONG process.

  • nijames

    Asking Oiler fans to be patient is so ridiculous. How patient do we have to be, maybe another 5 years and a rebuild of patience. Not going to happen patience game is over, I’ve had season tickets to the Oilers since the WHA days and this is it. Not a chance in hell I will renew for next year. Done with this gong show. I shake my head at the amount of money I have spent on my tickets over the years. Could have financed my retirement. I am ashamed of myself

    • Todd the electron rod

      Not a rebuild, it’s a build. haha
      Just a couple players away now… haha
      As Booby Nicks says this time as he looks for a GM he will turn over every stone.
      One can only wonder why he is entrusted to do this again?

      • That's My Point

        Sign Yzerman for 6 years and $75M and clean OUT the entire Oilers organization and start with a CLEAN slate.
        A BILLIONAIRE owner might want to get the BEST available GM.
        Or cheap out and get what he pays for, with NO WINNING in the future.

    • BobbyCanuck

      That is sad, really sad, foregoing your retirement to support a billionaire’s play toy, not the most prudent use of ones disposable income.

      Don’t get me wrong, I do get it. There is a large class of Oiler supporters that have to put as much though into purchasing season tickets, as I do about deciding whether I want a Big mac or Quarter pounder meal.

      I have to be a bit more careful with my discretionary income, I have to do a pro/con about the $500 for 3 hours of entertainment provided by the Oilers, and my spreadsheet always concluded that I will be better of spending the money on something else.

      • nijames

        Its not really that sad, I’m retired and doing very well just could have used that money for much better things. I did get some valuable entertainment out of the Oilers for many years until Huey (KLowe), Doey (McT) and Louie (bobie Nicks) took over the team, been down hill ever since. Just ticks me off I didn’t bail 5 years ago.

  • OilCan2

    I’m waiting for one of those luxury boxes to open up for $2,000.00 per season. That too will require patience. The game is moving toward youth and the Oilers will look toward that group for success in this playoff race and next season. IF we scrape in then Bouchard, Jones, Jesse and Kyler will have to make a mark in the spring. IF NOT then we have another season starting next fall. I am happy enough to be able to watch Connor, Leon, Nuge and Oscar play at a very skillful level.

  • Arfguy

    I would like the new Oilers GM to ask someone like Lucic to waive his NMC so he can be sent down to the AHL. He has no business being in the NHL and no one will want to take a lousy contract like Lucic’s. Bury him in the AHL, if possible.

    I am more optimistic about Sekera being useful to the organization next season than of Lucic. Unfortunately, once again we have to be patient before these lousy contracts can be off the books.

    I agree with the sentiment of trading Talbot. Rieder, I had so much hope for, can be let go. If Brodziak can be trade, I would like to see that. Unfortunately, Kassian has been playing pretty well and that might drive his value up. If he can be trade, I would be ok with that. I think Kassian, unlike the rest up there, has done what he can. If that means he has value, this organization needs to make that hard decision and trade him. I hate to see Chiasson go, but if he can be had for a value contract…great. If not, I hope he can be traded to a better team than the Oilers. He has done good for us and I would hate to see him go, but this team needs to really figure out what it can do to get out of cap Hell.

    If none of these guys can be traded, I say cut your loses and let any and all UFAs and RFAs go and keep those who are on the books next year. This lot has shown what it can do, which is not much.

  • Mitch64

    I feel like if we move chaisson at the deadline its only if he understands that management has seen enough from him that they will be looking to sign him july 1st otherwise we should hold onto him and extend him we have missed to often on ufa’s to let good guys sign to other teams like maroon did

  • Flint

    Exactly. Actually should have just read this before I commented the same in the Brownlee post. Patience and Honesty. Those have been the Oilers problems (thanks to management and media) for years.

  • SailorD81

    I don’t really think it’s fair to lump Reggie into the bad contracts sections. When he was healthy he was solid and far from the problem on most nights. He’s been through a couple of major injuries, but that could happen to anyone.

  • SailorD81

    I don’t think they should trade Chiasson either. It gets talked about all the time that the Oilers need to fill holes with quality vets on decent contracts to play with the young talent. Chiasson has clicked here and should be looked at for an extension (depending on ask). Also, outside of McJesus Nuge and Drai Chiasson is the only one scoring any goals.

  • Lee

    To those who don’t want to be patient, what are your solutions?
    The fact is the team has almost 2/3 of its roster that can’t be traded, sure if you want to trade away McDavid and Dria you would get 4-5 young players back that will make you faster and more skilled, you could even demand that Lucic contract goes along with one of those trades. You would also get some high end prospects.
    The team would be able to move other pieces because they would also have cap room.

    But when the dust settles, you wont have McDavid and Dria, thats the only way you are going to fix this quickly.

    The article spelled it out clearly, lots of bad contracts and ZERO cap space. It’s either patience or the new GM re-builds the team over night. I don’t think there is a grey area anymore.

  • QuitForRealThisTime

    Chiasson had a great run but has not scored in what 16 games? He has been good and I would keep him but I guarantee he won’t sign for less the $3 mil for 3 years. If he was to sign for less then $2 mil for 2 years for sure, but his agent will only look at his numbers this year not the fact he could not find a job in Sept.
    Agree with Cam here that patients will be important. Forget next year and to make 2020-2021 the year the tun the corner. Don’t give trade draft picks this year. Patiently wait for these contracts to expire: Benning, Manning, Spooner, Kassian, Brodziak. Patiently wait for players to develop, keeping Jones, Bear, Benson, Bouchard, Marody, Yamo in the AHL for the full season next year. After next season: Make a deal with Seattle to take the Lucic contract.