As Leon Draisaitl’s current contract with the Edmonton Oilers winds down, with just one year remaining, conversations and speculations about his future are heating up. Draisaitl, who is sixth in all-time points for the Oilers and a winner of the Hart Memorial Trophy, finds his future the subject of intense scrutiny—typical for a player of his stature nearing the end of a contract.

At 28 years old, Draisaitl not only brings exceptional talent on the ice but also a straightforward, no-nonsense attitude off it. This might rub some the wrong way, but within the Oilers’ locker room, he is a highly respected and integral figure.

Speculation about Draisaitl’s potential moves is rife, with rumors linking him to teams like the Boston Bruins and the San Jose Sharks. Adding to the frenzy, one of his agents, Jiri Poner, hinted at an ultimatum-like situation saying, “We have our ideas, but the ball is in Edmonton’s court. There’s no rush yet, but either it happens quickly, i.e., by the end of August, or it doesn’t work out at all.”

Negotiation insights were recently shared by Bob Stauffer on his Oilers Now radio show, suggesting that Draisaitl’s camp is eyeing an eight-year deal. This would be a strategic move for Draisaitl, potentially securing the largest contract of his NHL career in terms of annual average value, during what could be his prime playing years.

Stauffer’s revelation also hints at Draisaitl’s preference to stay with the Oilers, a team he’s had great success with and where he shares a close bond with teammate Connor McDavid. With the Oilers closing in on a potential Stanley Cup victory and boasting a stronger roster, it seems an opportune moment for Draisaitl to cement his future with the club.

The key sticking point in negotiations will likely be the annual average value (AAV) of Draisaitl’s contract. Market dynamics suggest he could command an AAV of at least $12.5 million, possibly stretching up to $14 million with the Oilers—or even more if he explores free agency in 2024-25.

The pressure is on for Stan Bowman, the Oilers’ recent and somewhat controversial hire, to navigate these negotiations successfully. Missteps could ignite fierce backlash from fans and critics alike.

Despite the swirling uncertainties and potential for high-stakes drama, the prediction here is that Draisaitl will indeed re-sign with the Oilers, maintaining his pivotal role in their pursuit of NHL glory. However, until an agreement is officially inked, speculation and rumors will undoubtedly continue.