10/26/2015 1:36PM

Underdog role no longer fits O’Connell, Lady Shipman

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LEXINGTON, Ky. – The last time Kathleen O’Connell saddled a horse for a major event in Kentucky, there wasn’t much hope of winning. Watch Me Out was 33-1 when he finished 18th in the 2011 Kentucky Derby for O’Connell, whose presence was widely noted primarily because only 13 female trainers had run a Derby horse before.

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