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Ranking the Oilers’ 4 Biggest Offseason Gambles
Jun 12, 2025; Sunrise, Florida, USA; Edmonton Oilers defenseman Darnell Nurse (25) celebrates scoring against Florida Panthers during the second period in game four of the 2025 Stanley Cup Final at Amerant Bank Arena. Mandatory Credit: Jim Rassol-Imagn Images

The Edmonton Oilers did plenty of the former this offseason, but almost every major move came with a condition attached. Ryan Shea can replace some of Darnell Nurse’s minutes if his breakout was real. Mike Babcock can improve the team if his coaching methods translate after years away from an NHL bench. Frederik Andersen, Tristan Jarry and Devon Levi can stabilize the crease if at least one becomes dependable enough to trust when the games matter most.

General manager Stan Bowman created flexibility and attacked obvious weaknesses rather than bringing back essentially the same team. That deserves credit, but Edmonton did not purchase certainty. It purchased possibilities.

For a team still built around Connor McDavid and Leon Draisaitl winning immediately, the margin for those possibilities to go wrong is much smaller than it would be for a rebuilding club. Here are the four biggest gambles Edmonton made, ranked by the potential damage if they fail.

4. Ryan Shea’s 5-Year Contract Bets on One Breakout

Ryan Shea might eventually make his contract look inexpensive. The gamble is that Edmonton paid him as though last season already proved that will happen.

Shea signed a five-year deal carrying a $4 million average annual value after producing six goals and 35 points in 80 games for the Pittsburgh Penguins. He also posted a plus-30 rating and averaged 18:53, transforming his market value after entering the season on a $900,000 contract.

The concern is not that Shea played well. It is how little NHL evidence exists before that breakout.

He totaled six points across his first 70 NHL games before jumping to 35 last season. Edmonton therefore committed $20 million to a 29-year-old defenseman whose strongest season represented a dramatic departure from everything that came before it.

Bowman believes there was substance behind the improvement. During his July comments, he praised Shea’s mobility and described his penalty killing as among the league’s best last season.

Those qualities can survive even if the offence regresses. Shea does not have to produce another 35 points to justify $4 million if he moves the puck efficiently, kills penalties and handles reliable second- or third-pair minutes.

That is why this ranks only fourth. The term is risky, but the cap hit is manageable enough that Edmonton could survive Shea becoming merely an average NHL defenceman. A rising salary cap should also make $4 million less restrictive deeper into the agreement.

The bad outcome would be discovering that 2025-26 was a one-year spike rather than a new baseline. Five years becomes much more uncomfortable if Shea slips back toward replacement-level results while Edmonton is still trying to maximize the final prime seasons of its core. It is a bet, just not the one most capable of ruining the season.

3. Mike Babcock Must Make a High-Stakes Comeback Work

Hiring Babcock was never going to qualify as a safe choice. The Oilers could have hired a coach whose primary questions involved systems, lineup deployment or playoff experience. Instead, they selected someone whose return to the league immediately became one of the most scrutinized coaching stories in hockey.

Babcock resigned from the Columbus Blue Jackets before coaching a regular-season game in 2023 following controversy surrounding interactions with players and requests involving personal phone photos. Before Edmonton officially hired him, the NHL conducted another review and determined there was no current basis to restrict his employment.

That cleared the path for the Oilers. It did not eliminate the risk.

Babcock is also returning to an NHL bench after years away from actually coaching games at this level. His last NHL game behind the bench came during his Toronto Maple Leafs tenure in 2019, even though Columbus briefly hired him four years later. Edmonton is asking him to return directly into one of the league’s most demanding jobs.

The Oilers do not have the luxury of giving a new coach several seasons to establish a culture. McDavid, Draisaitl, Zach Hyman, Mattias Ekholm and other veterans are trying to win now, which means Babcock must create results without disrupting a dressing room that has already experienced significant coaching turnover.

McDavid and Draisaitl have publicly supported the hire. McDavid called Babcock a “perfect fit” and emphasized that the veteran coach already knows exactly what he expects his teams to look like.

That endorsement matters because Edmonton’s stars will determine whether the relationship works. Babcock’s demanding style becomes an asset if the roster responds to it and a problem if players begin tuning it out.

THW’s previous Babcock questions correctly identified his return as one of Edmonton’s defining uncertainties. He has talked about creating greater organizational depth, making supporting players important and building a team that is prepared every night. If that translates into a more balanced lineup, the hiring could look inspired.

If the same concerns surrounding communication and player relationships resurface, Edmonton will have introduced unnecessary instability into a championship window that already has enough pressure attached to it.

The Oilers could fire a coach more easily than they could escape a bad long-term player contract, which limits the financial downside. The cost of a failed season under the wrong coach would be much harder to recover.

2. Trading Darnell Nurse Left Edmonton Betting on a Committee

Moving Nurse was easy to understand financially. Replacing what he actually did on the ice is more complicated.

Edmonton traded Nurse to the San Jose Sharks on July 1 for Shakir Mukhamadullin and prospect Zack Sharp. Most importantly, the Oilers moved the entire $9.25 million annual cap hit rather than retaining salary on a contract that runs through 2029-30.

That flexibility changed what Edmonton could do elsewhere. It helped create room for Shea and other additions while removing one of the largest contracts on the roster. The gamble is that there was no established top-four defenceman coming back in the Nurse trade.

Mukhamadullin is 24 and intriguing, but he has played only 83 NHL games. Shea is coming off his first breakout season. Connor Murphy is dependable defensively, but he is 33 and has never been asked to replace the total workload Nurse carried in Edmonton.

Nurse averaged 20:58 per game last season. He played at even strength, killed penalties, handled physical matchups and could absorb additional minutes when injuries changed Edmonton’s pairings.

His contract made him an obvious target for criticism because his play never consistently matched a $9.25 million cap hit. That does not mean those minutes simply disappear when the contract does. Edmonton is replacing Nurse by committee.

Shea must prove his Pittsburgh season carries over. Mukhamadullin must develop quickly enough to become an everyday option. Murphy and Mattias Ekholm must remain healthy, while Evan Bouchard will continue carrying the offensive responsibility.

That approach could work extremely well. Edmonton’s defence might become deeper, cheaper and better suited to specific roles instead of relying on Nurse to handle almost everything. It also leaves the Oilers vulnerable if multiple projections miss.

THW’s Nurse trade grade focused heavily on the benefit of escaping the contract, and that remains the strongest argument for the move. Edmonton created years of flexibility without attaching draft picks or prospects simply to dump the salary. The real grade will depend on whether the defence can replace the player rather than the contract.

If Shea regresses and Mukhamadullin is not ready, Bowman may find himself searching for a top-four defenceman during the season. Those players are expensive to acquire in trades, particularly when other teams know a contender has a major hole.

Edmonton won the financial side immediately. The hockey side still has to be proven.

1. Oilers’ Goaltending Overhaul Carries the Most Risk

The biggest gamble is the one Edmonton cannot easily hide. The Oilers will enter camp with three NHL goaltenders and no obvious answer. Jarry is the most expensive, Andersen is the most accomplished, and Levi offers the most long-term upside. None enters without a major question.

Jarry posted a 3.86 goals-against average (GAA) and .858 save percentage (SV%) in 19 appearances after Edmonton acquired him from Pittsburgh. His season review detailed how quickly the situation deteriorated, with Jarry eventually losing the starting job after arriving as the hoped-for upgrade in net. Instead of moving him, Edmonton surrounded him with competition.

The Oilers acquired Levi and a 2028 seventh-round pick from Buffalo for a 2028 third-round selection. Levi owns an impressive .914 SV% across 120 American Hockey League (AHL) games, but his NHL résumé consists of 36 starts with an .894 SV%. His trade acquisition was a bet that AHL development has prepared him for something larger.

Andersen is the short-term insurance policy with the strongest résumé. Edmonton signed him for one year at $2.8 million after he went 13-2 with a 1.89 GAA and .913 SV% during Carolina’s Stanley Cup championship run.

Those numbers look exactly like what Edmonton needs. His age makes assuming a repeat dangerous.

Andersen is 36 and has dealt with significant injuries during recent seasons. Asking him to stabilize the crease is reasonable; building a plan that requires him to remain healthy for a heavy workload would be much more dangerous.

Edmonton’s Andersen signing therefore did not eliminate its goaltending question. It gave the Oilers another possible answer. That distinction makes the entire strategy a gamble.

The optimistic scenario is attractive. Jarry rebounds toward his previous form, Andersen stays fresh through a managed schedule, and Levi gradually earns more starts without being rushed. Babcock could choose the hottest option at any given point and enter the playoffs with multiple goalies he trusts.

The downside is just as easy to imagine. Jarry could continue struggling, Andersen could miss time, and Levi could prove he needs another season before becoming a dependable NHL starter. Then Edmonton would have three goaltenders without one solution.

That is why this ranks above every other offseason gamble. Shea can struggle without destroying the lineup. A coaching mistake can eventually be corrected. Edmonton could trade for another defenceman if the Nurse replacements fail. There is nowhere to hide bad goaltending.

McDavid and Draisaitl can generate enough offence to cover plenty of roster flaws during the regular season, but a playoff series can turn on two bad goals. Edmonton has already experienced how quickly questions in the crease can overwhelm everything else the roster does well.

Bowman did not ignore the position. He attacked it aggressively. The gamble is that quantity will produce certainty.

Oilers Chose Risk Over Running It Back

Edmonton could have responded to its first-round elimination by making smaller changes and betting that a veteran core with recent Stanley Cup Final experience would rebound. Bowman chose something more aggressive.

He changed the coach, removed one of the roster’s largest contracts, committed five years to a breakout defenceman and reconstructed the goaltending room without acquiring a clear-cut No. 1 starter. Every decision has a logical argument behind it, but none comes with guaranteed improvement. That makes the offseason fascinating rather than automatically successful.

Shea could become a bargain. Babcock could create the deeper, more accountable team Edmonton believes it needs. The Nurse trade could free the Oilers from an inefficient contract while allowing Mukhamadullin to become part of a younger blue line. One of Jarry, Andersen or Levi could finally provide the stable goaltending Edmonton has spent years searching for.

The problem with gambles is that several can look smart until the games begin. Edmonton has enough talent to survive one of these decisions going wrong. It probably cannot survive all four.

For the Oilers to turn an aggressive summer into a championship season, Bowman does not need to win every bet. He needs the biggest ones to hit.

This article first appeared on The Hockey Writers and was syndicated with permission.

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