Oilers GM called a “loser” for disappointing free agency moves—but some argue this cautious approach might actually benefit the team.

The NHL offseason is always a whirlwind of trade rumors, contract negotiations, and free agent signings. For the Edmonton Oilers, the 2025 free agency period has been especially tense, with high expectations for moves that would propel the team closer to a Stanley Cup. However, as the dust settles, many fans and analysts have voiced their frustrations — labeling Oilers General Manager Stan Bowman’s free agency efforts as “disappointing,” even going so far as to call him a “loser” for not making splashier signings.

But is this criticism fair? And could Bowman’s cautious approach actually serve the Oilers better in the long run?

In this article, we’ll dive into the context behind the backlash, examine the decisions Bowman made during free agency, and analyze why a conservative strategy might be the smartest play for Edmonton right now.

Setting the Stage: Expectations vs. Reality

The Edmonton Oilers are a team on the cusp. With Connor McDavid, arguably the best player in the NHL, leading the charge and Leon Draisaitl supporting with elite production, expectations from fans and the hockey world are sky-high. The Oilers haven’t won the Stanley Cup since 1990, and many believe this is their window to finally break through.

Heading into free agency, the hope was that GM Stan Bowman would aggressively pursue top-tier talent to surround McDavid and Draisaitl with a deeper, more balanced roster. After all, the Oilers have struggled with inconsistent secondary scoring, defensive lapses, and goaltending issues that have repeatedly derailed playoff runs.

Instead, Bowman’s moves were viewed by many as underwhelming. The Oilers re-signed some role players, added depth forwards, and avoided big-money gambles. This cautious approach sparked frustration among fans expecting blockbuster signings or trades.

Why the “Loser” Label?

The term “loser” in this context is hyperbolic but reflects the intensity of disappointment among the Oilers fanbase. Social media and sports talk shows have been ablaze with critiques like:

• “Bowman failed to bring in game-changing talent.”

• “The Oilers missed their chance to build a Stanley Cup contender.”

• “Other teams improved drastically while Edmonton stood still.”

Such strong words stem from the emotional investment fans have in a franchise they’ve waited decades to see lift the Cup again.

Breaking Down Bowman’s Free Agency Strategy

Despite the criticism, it’s important to examine Bowman’s moves objectively.

1. Salary Cap Management

The NHL’s salary cap environment remains challenging. The Oilers have significant cap space tied up in McDavid, Draisaitl, and several key veterans. Overcommitting to free agents risks hampering flexibility in the future.

Bowman’s conservative spending preserves cap room for critical future extensions and potential trade opportunities.

2. Prioritizing Team Chemistry and Fit

Rather than chasing star names for the sake of headlines, Bowman targeted players who fit Edmonton’s style of play and team culture. This includes depth forwards who can play hard minutes and special teams specialists who contribute consistently.

3. Focus on Development

Bowman’s approach signals faith in the team’s young players and prospects. By avoiding costly veterans, the Oilers can give younger talent opportunities to grow, fostering a sustainable competitive core.

Case Studies: Key Signings and Departures

Let’s look at some examples that highlight Bowman’s approach:

• Signing of Andrew Mangiapane: A savvy acquisition, Mangiapane brings secondary scoring and speed without breaking the bank.

• Re-signing Curtis Lazar: Adds grit and versatility, vital for bottom-six roles.

• Avoidance of Big Free Agents: No blockbuster names signed, but that leaves room to pursue trades or develop internal options.

Meanwhile, some notable departures have occurred, which fans worry may weaken the roster short-term but could improve salary cap flexibility.

Why Cautious Could Be Smart

Avoiding the “Band-Aid” Problem

Many NHL teams fall into the trap of chasing quick fixes in free agency — signing expensive veterans or declining stars hoping for immediate results. This often backfires, resulting in salary cap dead weight and limited flexibility down the line.

Bowman’s strategy seems to resist this temptation, aiming instead for measured growth.

Building for Sustainability

Championship teams often blend star power with solid role players and homegrown talent. Edmonton’s cautious offseason may reflect a longer-term plan to assemble such a balanced roster.

Cap Flexibility for Trade Deadline

By keeping cap space available, Bowman leaves room for in-season trades, a critical way to adjust the roster based on team needs and performance.

What the Critics Miss

Critics often focus on headline-grabbing moves and instant gratification, but hockey is a marathon, not a sprint. Bowman’s background—multiple Stanley Cups with Chicago’s front office—shows he values patience and structure.

This approach could help Edmonton avoid costly mistakes and build a team that not only reaches the playoffs but is built to win.

The Path Forward for the Oilers

Player Development

Bowman must continue to nurture young players, integrate new signings, and build chemistry. Training camp and preseason will be critical in establishing lineups.

Monitoring Market Opportunities

Cap flexibility means Bowman can act if trade or late free agency opportunities arise.

Winning with McDavid

Ultimately, the team’s success hinges on maximizing McDavid’s prime years. The supporting cast needs to improve, but not at the expense of long-term viability.

Labeling Stan Bowman a “loser” based on free agency alone overlooks the nuances of NHL roster building. While the Oilers’ offseason may not have dazzled, it reflects a deliberate, patient strategy aimed at sustainable success.

Bowman’s approach is a gamble of sorts—eschewing short-term hype for long-term stability. If it pays off, Edmonton could avoid the pitfalls that have plagued other teams and finally capture the Stanley Cup they’ve chased for decades.

In hockey, as in life, sometimes slow and steady truly does win the race.