The Toronto Maple Leafs are actively preparing for the 2025 NHL Draft and the start of free agency. While Mitch Marner's situation remains a focal point, other crucial decisions are being made that could significantly shape the team's future.

One key area of speculation involves prospect Easton Cowan. Recent reports suggested that if Marner were to agree to sign with the Dallas Stars, the Stars might be compelled to trade Jason Robertson. This sparked discussions about the Maple Leafs potentially acquiring Robertson in exchange for assets including Cowan. However, many believe that trading Cowan would be a mistake. The young forward is seen as a potential "culture-changer," embodying the heart and hustle that the Maple Leafs have long sought. Trading him before he has even played an NHL game is considered premature and wasteful, denying him the opportunity to prove his capabilities at the highest level. While Cowan has been loaned to the OHL's London Knights, where he continues to impress, the Leafs should give him a shot in the NHL.

Adding to the intrigue, defenseman Nicolas Mattinen, a former Leafs draft pick, has signed with Adler Mannheim in Germany's DEL after a year back with the Toronto Marlies. Mattinen's journey back to the Leafs organization after years in Europe and USports was an interesting story, but his departure signifies the constant roster adjustments teams make.

Negotiations with John Tavares and Matthew Knies are reportedly progressing. Tavares, who is nearing the end of his seven-year, $77 million contract, has expressed a strong desire to remain in Toronto. The Maple Leafs also want to keep Tavares, but there have been reports about a potential gap in contract expectations. It is speculated that Tavares could command a higher annual average value on the open market, and the Leafs may no longer see him as a top-six center. However, recent reports indicate that both sides are "grinding away" to find common ground before free agency begins. Recent reports indicate Tavares has signed a 4 year, $17.52 million contract extension with the team.

Matthew Knies, a restricted free agent, is also in talks with the Maple Leafs for a new contract. Knies has shown considerable promise, becoming an important young player for the team. While the Maple Leafs hold his negotiation rights, other teams could present him with an offer sheet. The team is focused on securing Knies's future in Toronto, with General Manager Brad Treliving acknowledging that Knies will receive a pay raise. It is believed that Knies is looking for a contract in the three-to-five-year range.

The Maple Leafs are also evaluating their other pending free agents, including Max Pacioretty and Steven Lorentz. Pacioretty has expressed interest in returning to the team, while Lorentz's strong season has made him a potential candidate for re-signing.