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27. Randy Gregg

Randy Gregg is an honored member of the five-time Stanley Cup Ring club of the Edmonton Oilers.  While there are a few members of this club, his path to professional hockey was the most unique.

Craig Simpson’s best season in hockey was 1987-88, when he was traded early in the season in a mega trade that brought the disgruntled Paul Coffey from Edmonton.  The Left Wing was placed on a line with Glenn Anderson and Mark Messier, and he would go on to have a 90 Point Season, scoring 56 Goals, which put him second in the NHL that year.  Simpson would also lead the NHL in Shooting Percentage and be a productive member of the Oilers' 1988 Stanley Cup Championship Team.

25. Steve Smith

Steve Smith might be best known for an error he caused in the 1986 Smythe Division Finals.  With the score tied at two, Smith collected the puck from behind his net, and when he went to clear it, he deflected it off his Goalie, Grant Fuhr, and the puck wound up in his own net.  The Oilers would lose the game and the series, and Smith was labeled a "bonehead" by Oilers fans.

One of the best blueliners ever to come out of Finland, Janne Niinamaa, would spend six and a half seasons with the Edmonton Oilers (1998-03).