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SoonerJack manager Jack Bruesch met Kevin Pyle's Lucky Enuf in the 2019 OIL Bowl with a chance to become the first OIL manager to win four championships. But it was not meant to be, and Lucky Enuf took home the Lawson Memorial Trophy. Undeterred, Bruesch regrouped in 2020, dispatched Lucky Enuf in the semifinals, and defeated DominationStation in the OIL Bowl to tie Pyle's record for championships. Congratulations, Bruesch. Good luck in the Liberty Bowl.