Cleo magazine named him as a finalist in its 2008 Bachelor of the Year contest.
As a model, she won the "Look of the Year" contest, awarded in Mexico.
The weekly also ran the Scope magazine "Girl of the Year" contest.
It was the first time in the history of the Journalist of the Year contest that two consecutive winners were from the same school.
Mcilwraith also claimed to have come second in the World Magician of the Year contest.
Esserman placed 3rd in the League's 2010 Game of the Year contest.
In 1991, she won the Elite Look of the Year contest.
It placed second in the 1985 European Car of the Year contest.
The Face of the Year contest reviews pageant contestants from across the world.
The winner of this particular Look of the Year contest is 14.