Seasons at or above .500 (conference records):
FLECK (8 total seasons): 2-7, 3-6, 7-2, 3-4, 6-3, 5-4, 3-6, 5-4 (4 of 8 seasons, 50%)
KILL/CLAEYS (6 total seasons): 2-6, 2-6, 4-4, 5-3, 2-6, 5-4 (3 of 6 seasons, 50%)
MASON (10 total seasons) 1-7, 2-6, 5-3, 4-4, 2-6, 3-5, 5-3, 3-5, 4-4, 3-5 (4 of 10 seasons, 40%)
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if you change the qualifier/cutoff from "at and above .500" to "above .500", you get...
FLECK: 4 of 8 (50% of his seasons)
KILL/CLAEYS: 2 of 6 (33% of their seasons)
MASON: 2 of 10 (20%of his seasons)