The 1988 and 1989 Woodford County teams that finished with identical 11-2 records under head coach Dan Cassity. In '88 the Jackets lost a heartbreaking regular season game to Lincoln County in Stanford that determined homefield advantage in the postseason. The Patriots won the playoff match-up rather easily.
The 1989 Jackets had an even more heartbreaking end to their season. The only blemishes was a 21-20 loss in the rain and mud at Ashland after a controversial missed extra point. The other came in a 20-14 loss in the Region finacls against East Hardin on the road. The Jackets had three TD's called back due to penalties including the second half kickoff.
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