Jackie Kellogg started his decade of pro ball in the NFL with the San Francisco 49ers but his real success was in the CFL for 8 seasons with the Calgary Stampeders and the Edmonton Eskimos from 1995 till 2002. He helped the Calgary Stampeders win the Grey Cup in in 1998. Jackie also played in a total of 14 CFL playoff games, including four Grey Cups. Among his many awards, this star Defensive Back had career high tackles and was selected to the Westem Allstar Selection Team.