Here's a fun list via Baseball-Reference.com's Play Index Pitching Season Finder - Since 1956, the most seasons where a pitcher had 25+ GIDP turned behind him:

                   From  To   Ages Seasons
+-----------------+----+----+-----+-------+
 Tommy John        1965 1988 22-45      13
 Claude Osteen     1963 1973 23-33       8
 Walt Terrell      1984 1991 26-33       7
 Mike Torrez       1972 1980 25-33       7
 Gaylord Perry     1967 1980 28-41       7
 Mel Stottlemyre   1965 1973 23-31       7
 Bob Friend        1956 1964 25-33       7
 Kenny Rogers      1998 2008 33-43       6
 Mike Hampton      1997 2002 24-29       6
 Scott Erickson    1992 1999 24-31       6
 Geoff Zahn        1977 1984 31-38       6
 Mike Caldwell     1974 1983 25-34       6
 Jack Billingham   1973 1979 30-36       6
 Phil Niekro       1971 1985 32-46       6
 Mike Cuellar      1969 1975 32-38       6
 Jim Kaat          1962 1976 23-37       6
 Whitey Ford       1956 1965 27-36       6
 Andy Pettitte     1997 2007 25-35       5
 Orel Hershiser    1985 1997 26-38       5
 Mike Flanagan     1977 1984 25-32       5
 John Denny        1976 1985 23-32       5
 Rick Reuschel     1975 1988 26-39       5
 Paul Splittorff   1972 1980 25-33       5
 Jerry Reuss       1971 1988 22-39       5
 Steve Carlton     1970 1982 25-37       5
 Dave McNally      1969 1974 26-31       5
 Frank Lary        1956 1961 26-31       5

Funny.  I would have thought that Tom Glavine would have been higher on this list.  But, he only has 3 seasons like this, to date, in his career.  And, seeing Mike Torrez so high on the list was a surprise too.

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