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Curt Schilling Prospect Retro

Prospect Retro: Curt Schilling

Curt Schilling was drafted by the Red Sox in the second round of the January 1986 draft, out of Yavapai JC. He signed in May, then was assigned to Elmira in the New York-Penn League, where he went 7-3, 2.59 in 15 starts with a 75/30 K/BB ratio in 94 innings. He needed some command refinements, but his arm strength was impressive...I'd probably give a similar pitcher nowadays something like a B- or perhaps a C+.

Schilling moved up to Greensboro in the Sally League in 1987. He went just 8-15 with a 3.82 ERA in 184 innings, but with a 189/65 K/BB. . .his strikeout rate was impressive, and he held up well under a heavy workload. Nowadays people would throw a fit if a 20-year-old pitcher threw 184 innings with 7 complete games in the Sally League. His command was an issue and I think I'd rate a similar pitcher as a Grade B prospect right now.

Promoted to New Britain in the Eastern League in 1988, Schilling went 8-5, 2.97 in 106 innings with a 62/40 K/BB. His strikeout rate was not impressive, especially considering the quality of his stuff, reflecting the need for more pitching refinement. On July 29th, he was traded to the Orioles, along with Brady Anderson, for veteran pitcher Mike Boddicker. The Orioles sent him to Double-A Charlotte for August, where he went 5-2, 3.18 in 7 starts. He made four starts for the major league team in September and was terrible, going 0-3, 9.82. However overall it was a good season, and he'd retain a solid Grade B rating.

Schilling spent most of 1989 with Triple-A Rochester, going 13-11, 3.21 in 27 starts with a 109/59 K/BB. He pitched in nine innings for the Orioles, allowing six runs and 10 hits. Note that his strikeout rate was still not overly impressive in the minors, and his general reputation at this point was as a guy with a very good arm who was underachieving a bit but still had time to turn things around. Still a Grade B by current standards.

Schilling split '90 between Rochester and Baltimore, posting a 2.54 ERA in 46 innings in the major league bullpen. He was traded to Houston and posted a 3.81 ERA and eight saves in '91, then went on to Philadelphia and began to emerge as a top starter, though injuries slowed him at times.

Schilling is 207-138, 3.44 in 3110 innings, with 3015 strikeouts to his credit. While his minor league career was good, he was never as dominant in the minors as he proved to be in the majors, and to be honest there was no reason to think he'd be a 200-game winner or 3,000 strikeout guy. Sometimes the Grade B guys really pan out.

0 recs | Comment 14 comments

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Ha ha
That is a sweet stache.

by samjjones on Mar 23, 2026 3:57 PM EDT reply reply actions actions   0 recs

ROTFL
OMG he looks funny. And he looks like SOMEONE we all know (famous geeky kid I'm thinking) but I can't put a finger on who...

by SenorGato88 on Mar 23, 2026 4:25 PM EDT reply reply actions actions   0 recs

Hitler...
if he banged the nerdy kid from Step by Step and somehow they had a kid.

by SenorGato88 on Mar 24, 2026 7:08 PM EDT to parent up reply reply actions actions   0 recs

personally
He isn't as close to as good as Alex Gordon... jk

Anyway, I really don't believe he is a HOFer. The Argument of course can be made its very close. But i just don't see it. the 2 WS and the bloody sock helps him out but I don't think he is quite there. When going through the best pitchers of this generation he never really came to mind but:

Black Ink: Pitching - 42 (33) (Average HOFer ≈ 40)
Gray Ink: Pitching - 204 (34) (Average HOFer ≈ 185)
HOF Standards: Pitching - 46.0 (48) (Average HOFer ≈ 50)
HOF Monitor: Pitching - 167.0 (36) (Likely HOFer > 100)

Says differently. He never won a Cy Young, never lead the league in ERA although was close,(2nd Twice) but he lead the league in Ks twice and is 48th all time in ERA+... Its reallllly close, I just don't think he should be in.

by Metty5 on Mar 23, 2026 5:03 PM EDT reply reply actions actions   0 recs

Total Agreement
If he'd been more consistent over his career (I'm speaking specifically of all his injury issues) and started being an ace pitcher much earlier in his career, he'd have been a lock for the Hall.  As it stands, he'd need to put in one or two more ace seasons to have a sniff at it and, honestly, it isn't really likely.

by Lunkwill Fook on Mar 23, 2026 6:17 PM EDT to parent up reply reply actions actions   0 recs

asdf
Personally I'm on the fence about him, but he'll get in easily. The combination of 3,000 K's and 2 rings will do it, especially since 1 of those was in Boston.

by BenB on Mar 23, 2026 7:35 PM EDT reply reply actions actions   0 recs

agreed
To my mind, he's a very tough decision, but the credit he got for 04 pretty much makes him a lock.  
God rested one day out of 7, Felix rests 4 out of 5.

by CrimsonLiederhosen on Mar 23, 2026 8:10 PM EDT to parent up reply reply actions actions   0 recs

Astros-Orioles trade
You touched on Schilling being traded to the Astros early in his career. Even though the Astros didn't truly take advantage of the deal because they gave up on Schilling so quickly it's still a pretty incredible deal.  The Astros traded Glenn Davis who would be out of baseball in a couple of years for 3 young guys... Curt Schilling, Steve Finley, & Pete Harnisch.  Not bad.

by eastin on Mar 23, 2026 10:19 PM EDT reply reply actions actions   0 recs

HOF for sure
Give him extra credit for the playoffs and for making a great career out of the early injuries.

by limozeen on Mar 24, 2026 1:43 PM EDT reply reply actions actions   0 recs

Agreed.
I don't really even know what the debate is.  I think we're keeping our measuring stick for pitchers horrendously stuck 40 years in the past, eh Bert?

by TIF on Mar 28, 2026 8:45 AM EDT to parent up reply reply actions actions   0 recs

probably
It could just be that there are a lot more good pitchers today than there ever were before though, so some damn good ones get overshadowed.  Look at Kevin Brown's numbers, then consider that he might not be a top 10 pitcher in his era...ouch.

by limozeen on Mar 28, 2026 12:11 PM EDT to parent up reply reply actions actions   0 recs

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