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Pedro Martinez spent 7 years in Boston from 1998 to 2004.
This section is a little bit easier, I will just list my top 5 pitchers with a couple of stats and the order in which I would roll them out.
01 Pedro Martinez
In my opinion, Pedro was the finest pitcher I've ever seen perform. During his seven years of service in Boston from 1998 to 2004, Martinez went 117-37. that is a winning percentage of .760. His ERA was 2.52 with a WHIP of .978. Pedro appeared in 203 games for the Sox, starting in 201 of them. He pitched 22 complete games with 8 shutouts in 1383.2 innings of work.
Martinez was a four-time All-Star, two-time Cy Young Award winner as well as the runner up twice for the award, and was the runner up for the 1999 American League MVP award while in Boston. He would be the ace of my staff, no question.
02 Cy Young
The man was so good they named the award after him. In his 8 years of service from 1901 to 1908 with the Red Sox, Young went an amazing 192-112 in 2728 innings pitched. He played in 327 games, starting 297 of them.
Cy Young pitched 275 complete games with 38 shutouts. His WHIP was all of .970.
03 Babe Ruth
Before he was the Sultan of Swat, George Herman Ruth was a fine pitcher for the Boston Red Sox. He spent six years with the club from 1914 to 1919 and amassed a record of 89-46 with a 2.19 ERA.
In his 158 games, he started 143 of them and racked up 1190.1 innings of work. Ruth pitched 105 complete games with 17 shutouts. His WHIP was 1.142.
04 Roger Clemens
It is no secret that I am a Clemens fan. The man was amazing in Boston and had some fine years for the club. During his 13 years here from 1984 to 1996, Clemens was a five time All-Star, three time Cy Young Award Winner and won the American League MVP in 1986.
He posted a record of 192-111, almost identical to Cy Young, with a 3.06 ERA in 383 games. Clemens started 382 games with 100 of them being complete. He added 38 shutouts in his 2776 innings of work. His WHIP was 1.158.
05 Smoky Joe Wood
Wood spent eight years in Boston from 1908 to 1915 and posted a record of 117-56. His 1.99 ERA is the lowest you'll see on this list.
Smoky Joe played in 218 games for the Red Sox and started 157 of them. 121 of those were complete games, adorned with 28 shutouts in 1416 innings of work, posting a WHIP of 1.080.
CLOSER Jonathan Papelbon
This decision for me came down to Pap or Dick Raditz and Papelbon had the numbers. While he spent seven seasons with the Red Sox from 2005 to 2011, Papelbon posted a winning record of 23-19 with a 2.33 ERA. He appeared in 396 games and even started three of them.
It is not the front end of the stats that interest me. Papelbon finished 334 games for the Sox and mounted 219 saves in 419.1 innings of service, maintaining a 1.018 WHIP.
That folks, is one fine pitching staff.