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References
Red Sox did not insure Schilling’s contract
The Red Sox didn’t insure Curt Schilling’s 2008 contract.
Before a contract was offered to Schilling, the medical staff suspected that his shoulder was in bad enough shape that he wouldn’t be able to pitch a full season.
They “initially proposed that he sign a half-season contract much like the ones Roger Clemens has had the last couple of seasons.” They also “either raised red flags about re-signing him or recommended outright that he not be brought back.”
Clearly the club suspected that they wouldn’t get a whole lot out of Schilling in 2008, and I’m sure they at least explored an insurance policy.
Maybe he isn’t insurable at this point in his career, or maybe the premium wasn’t worth the risk
Regardless, I’m a bit surprised that they didn’t have some kind of protection seeing as they didn’t exactly have high expectations for his health. 50% coverage on a one-year $8 million contract wouldn’t be a huge gamble for an insurance company as far as these things go. I mean, nobody would have expected in November that he wouldn’t pitch at all.

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