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GM Chayka Continues Maple Leafs Remake with Two Front-Office Hires

Judd Brackett will oversee player evaluation as Toronto adds scouting and data expertise after recent front-office departures.

  • On Monday, the Toronto Maple Leafs hired Judd Brackett as assistant general manager and Freddie Hamilton as chief of staff, continuing a major front-office restructuring under new leadership.
  • These appointments follow an organizational overhaul led by General Manager John Chayka, who recently parted ways with assistant general managers Brandon Pridham and Derek Clancey.
  • The 49-year-old Brackett, a Massachusetts native, will oversee player evaluation across amateur and professional scouting, bringing 12 years from the Vancouver Canucks and five seasons with the Minnesota Wild.
  • Hamilton, 34, earned his MBA from Yale University and will "support strategic planning and cross-functional initiatives" across the hockey operations department while working closely with leadership.
  • The Maple Leafs hold the first overall pick at the June 26 NHL Draft after winning the draft lottery, with Brackett and Hamilton now positioned to shape the organization's future.
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GM Chayka continues Maple Leafs remake with two front-office hires

TORONTO - The Toronto Maple Leafs continued to reshape their front office Monday, hiring Judd Brackett as assistant general manager and Freddie Hamilton as chief of staff.

·Toronto, Canada
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Heavy broke the news in New York, United States on Monday, June 1, 2026.
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