Toronto’s Maple Leafs continue restructuring their front office with two new senior hires. According to Global News and The Athletic, the team brings in Judd Brackett as assistant general manager and Freddie Hamilton as chief of staff. Brackett is named assistant general manager as part of the Maple Leafs’ ongoing front-office overhaul, following broader changes within the organization. Hamilton, previously an NHL player, is appointed chief of staff, filling another senior leadership role in the group. The reports describe these appointments as the team’s first major additions under the current leadership setup, as the organization continues to adjust its management structure. Both outlets frame the moves as part of a wider effort to reshape decision-making and operations behind the team, rather than as isolated personnel changes. The hiring announcements are made together, indicating the Maple Leafs are filling multiple key roles simultaneously as they complete their front-office changes.