Simon was born in the Pacific Northwest. From there, he moved around quite frequently, and his reason for frequent relocation stemmed from the fact that his father was in the Armed Forces when Simon was a child. Because of this, Simon has lived in all corners of the country and has many friends stationed throughout that he enjoys visiting on his summer breaks from college. Currently, he is in his third year of school on a path to become an orthodontist.

Simon enjoys playing soccer and once played as the goalie a single year on his college team. To make money on the side, he now works as a part time secretary in his local dentist's office, hoping to get a better feel for the sort of environment he will be working in after achieving his degree. Excellent in mathematics, Simon also has taken the opportunity to help tutor fellow students in his school in subjects such as trigonometry and geometry. He is also a lover of history and, in his free time outside of working and studying, enjoys reading text on the politics of ancient Rome.

Simon hopes to one day open up his own dental office in Massachusetts. Boston became one of his most favorite places to live as his family moved around the country. Until then, he plans to propose to his long time girlfriend, Tara, in the hopes that they can start a life together on the solid foundation of his career.