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44. Kerry Wood

Kerry Wood may not have had the career in the majors that he was pegged to have when he was a 21-year old flamethrower, but this was still a strong run for the Strikeout master.  For the Cubs, Wood became a two-time All-Star (2003 & 2008) and would lead the National League in Strikeouts in 2003.  He would throw for 1,470 Strikeouts over 1,278 Innings for 80 Wins.

43. Ed Reulbach

A Pitcher for the back-to-back World Series Championship teams in 1907 and 1908, Ed Reulbach was the beneficiary of playing for some potent Cubs teams.  It certainly didn't hurt his winning percentage as he would lead the National League three years in a row in that category (1906-08), and he had at least 17 Wins in his first five years.  The success of his team didn't mean that he didn't help his cause as he had an ERA under 2.00 in four of those years, all of which were good enough for a top six finish.  Reulbach would also lead the NL in H/9 in 1905 and 1906.

47. Derrek Lee

A World Series Champion with the Florida Marlins in 2003, Derrek Lee was one of the many players who was jettisoned off in their fire sale.  Lee would play for the Cubs for six and a half seasons, where he had 1,046 for the team with a beautiful Slash Line of .298/.378/.524 and was a two-time All-Star.  He will always be remembered for his spectacular 2005 season, where he won the Batting Title (.335), Slugging Title (.662), and OPS Title (1.080), and he would have career highs in Home Runs (46).  He would finish third in MVP voting that year, and he would also have a ninth place finish in 2009.

50. Jake Arrieta

It is safe to say that midway through the 2013 season that when the Baltimore Orioles traded Jake Arrieta (with Pedro Strop) for Steve Clevenger and Scott Feldman that the Cubs got the better end of the deal.