After another disappointing post-season, there’s going to be plenty of focus on what went wrong this year for the Edmonton Oilers and the many mistakes that have led to zero cups in the Connor McDavid era. But the issues like the roster construction, the coaching, the tactics, the penalty kill, goaltending, and so forth – these are all symptoms of larger, systemic issues. And until the Oilers address the system, they’ll continue to cycle through the same problems – no matter who’s the general manager, behind the bench or on the roster.
If the goal is to become a consistent contender, not just a hopeful one, the organization needs to be clear on a small set of strategies it must do exceptionally well—year after year. From my own professional experience and time analyzing the game, I keep coming back to four:
- Drafting well is obviously at the foundation of sustainable contenders. It’s about identifying players with playoff-caliber traits – think skating, skill, competitiveness, adaptability, or whatever shows a stronger correlation to winning games. Not every pick is going to be a superstar, but they have to eventually cover roles across your program (at the NHL level and minor leagues). Drafting well reduces uncertainty and helps create asset leverage.
- Development is where potential becomes value. It’s about helping young players improve so they can fill important roles, but this also involves efficient evaluation to determine whether this player is “real” and on track or not. Getting this step right and translating information into team-friendly contracts gives an organization a massive competitive advantage.
- Derisk is about supplementing the roster with reliable, interchangeable players who can help mitigate uncertainty. It protects against injuries, stalled development and the volatility that comes up in the regular season and playoffs. More importantly, it prevents panic decisions—the kind that led to long-term deals driven by reputation and urgency.
- Deployment involves taking the previous three strategies and turning them into actual outcomes by leaning on solid coaching, tactics, and execution. Get the right players in the right roles, build the right combinations and be ready to adapt when things happen or new information emerges. Roles should be based on impact and strong evidence, not reputation.
In simple terms: Drafting creates options. Development creates information. Derisking manages uncertainty. And deployment converts the surplus into wins.
Now none of these strategies are possible without the right enablers, which I’ve summarized below. Strategy is only as good as the organization’s ability to execute it, and it’s critical that the Oilers get these right.
- People: Teams that contend for championships prioritize strong judgment over historical reputation. Management, amateur and pro scouts, development staff, cap analysts, and coaches need to be aligned—especially at key decision points like the draft, trade deadlines, and contracts.
- Technology and data: The right tools can help build your organizations knowledge and insights and reduces reliance on anecdotal evidence and recency bias. Think video, player tracking and the infrastructure behind it all. And data exists to reduce decision errors by identifying the metrics that matter (i.e., correlates to goals and wins), track development curves, define performance indicators and separate usage effects from results. It helps inform a team’s decision-making process.
- Governance: This has to do with clarity on who decides, when and with what inputs. Think parameters and key guiding principles that you would want the front office to abide by to protect the organization from long term ramifications (like long term, buyout proof contracts for power forwards over thirty).
This framework of strategies and enablers doesn’t guarantee championships, but it does instill organizational discipline that (1) improves a team’s odds of winning and (2) correct things faster when things inevitably go wrong.
The Edmonton Oilers have been making progress in some areas of the framework. They have found ways to derisk through some trades and signings and have invested in data analytics and technology to support decision-making at the draft and trade deadlines. But the results suggest major inconsistencies across the rest of the framework. The front office has struggled to build a competitive roster around their star players – largely due to poor drafting and developing, panic signings and trades, and very risk-averse coaching. And this all then leads back to the same conversations about the Oilers off-season – goaltending, penalty kill, team defence, and so forth.
In the modern-day NHL, championships aren’t won by simply assembling talent and hoping for the best. They’re won by organizations that have a repeatable strategy—one that consistently creates value, manages risk, and adapts. For a team like the Edmonton Oilers, competing for championships year after year requires more than just elite stars; it requires strong organizational alignment, discipline, and process. And the Oilers need to address these systemic issues if they realistically want to get things back on track.











