While appearing on Project Runway, Gillaspie won the "Fit for a Queen" challenge that required designers to create an evening gown for Miss USA Tara Conner to wear in the Miss Universe pageant. Tara went on to be placed fourth runner up in the Miss Universe pageant wearing her custom made dress. He was the tenth competitor to be eliminated (eleventh overall to leave the show) during season three, making him the last contestant to be eliminated before New York's Fashion Week. He lost the "Black and White" challenge, in which designers had to make cocktail dresses using only the aforementioned colors. Gillaspie was not the only competitor to go home during that challenge; previously eliminated contestants Angela Keslar and Vincent Libretti were brought back for the challenge as a reward for previous wins, yet were sent home again.
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