Longest stretch without a 16-game winning pitcher by Chris Jaffe September 13, 2009 Here’s a random factoid for you: the Pirates haven’t had a 16-game winner since 1991. They ain’t bloody likely to get one this year, either. How does their 18 consecutive seasons without having a single stinking pitcher win 16 games stack up across history? Well, below are the longest stretches in MLB history where a franchise failed to produce 16 wins for one hurler: 18 PIT 1992-2009 12 TBR 1998-2009 11 PHI 1936-1946 11 MIL 1994-2004 10 BAL 2000-2009 9 PIT 1981-1989 9 WAS 1961-1969 There’s an obvious era bias at work, which shouldn’t be too surprising given the reduced workloads for modern pitchers. Those 1930s/40s Phillies sure did suck. The entire time FDR was president, they best showing was next-to-last in the NL. I find it amazing that the Rays won the pennant last year without any a 16-game winner. Even still, the Pittsburgh stretch stands out in this crowd.