His father, Jack Button, was an executive with the Rochester Americans, and his mother, Bridget, was the secretary to long-time Toronto Maple Leafs' General Manager and Head Coach and Hockey Hall of Fame member George "Punch" Imlach.

[2][3] Craig is an annual speaker at the "SMWW Hockey Career Conference" for the online sports-career training school Sports Management Worldwide, founded and run by Dr. Lynn Lashbrook.

The list of players drafted during his tenure include Derian Hatcher, Jere Lehtinen, Jamie Langenbrunner, Marty Turco, Jarome Iginla and Brenden Morrow.

Button put future Hall of Famer, Martin St. Louis on waivers, who left the team and signed with the Tampa Bay Lightning as a free agent.

[4] Button also traded away promising young goaltender Jean-Sebastien Giguere to the Mighty Ducks of Anaheim in exchange for a second round pick in order to protect Fred Brathwaite in the 2000 NHL Expansion Draft.