Dennis Hildeby's performance has made him no longer a lock as a Maple Leafs project, and has significantly altered Toronto's goaltending plans. The emergence of the 24-year-old Swede has presented the Maple Leafs with options they didn't anticipate at the beginning of the season.
Hildeby's journey with the Leafs has been marked by both promise and uncertainty. Drafted in the fourth round (122nd overall) in 2022, he spent the 2024-25 season with the Toronto Marlies, showcasing his potential with a 16-9-4 record, a 2.55 goals-against average, and a .908 save percentage. He also played six games with the Maple Leafs, recording a 3-3-0 record. However, heading into the current season, he was viewed as a valuable trade asset due to his age and position, especially considering the Leafs' limited tradable assets.
The Maple Leafs entered the 2025-26 season seemingly secure in their goaltending, with Joseph Woll and Anthony Stolarz forming a strong tandem. Both goalies had career-best seasons in 2024-25, with each reaching 20 wins, marking a franchise first. Stolarz was rewarded with a four-year contract extension, running through 2029-30, and Woll is in the first year of a three-year deal. However, injuries to both Stolarz and Woll this season have created an opportunity for Hildeby to prove his worth.
Hildeby has seized this opportunity, displaying poise and skill in his NHL appearances. Despite a 3-5-4 record, his 2.82 goals-against average and .914 save percentage at the NHL level demonstrate that he is capable of playing at the highest level. His calm and structured approach has provided stability in net, as demonstrated in the Leafs' recent 2-1 win against the Flyers.
Hildeby's strong play has forced the Maple Leafs to consider their options. With Stolarz and Woll under contract, and Hildeby nearing the end of his waiver exemption, the Leafs must decide on their goaltending duo for the 2026-27 season before opening night. One option is to trade either Woll or Stolarz to address needs in other areas, such as the defense. With Chris Tanev out, and a thin goalie market, moving Stolarz, who has a four-year term, could bring a significant return.
Trading Hildeby is also a possibility, as his value may never be higher. His age, performance, and the fact that he is not yet subject to waivers make him an attractive asset for teams seeking goaltending stability. However, trading Hildeby would be a gamble, as injuries to Woll and Stolarz could leave the Leafs exposed.
Ultimately, the Maple Leafs' decision will depend on the health and performance of Woll and Stolarz upon their return. If both are healthy and playing well, Hildeby becomes a valuable trade chip. If not, Hildeby may have secured his place as part of the Leafs' long-term goaltending plan. The situation remains fluid, and the Maple Leafs have several options to consider as they approach the trade deadline.
