In high school Sean considered himself an average Joe. He wore cowboy boots to school, drove a pick up truck and hung out with the ropers. After high school, however, Sean became anything but anonymous. After learning how to put together a business, he became a wealthy and successful entrepreneur who owns several companies and a 60-acre ranch. Sean has been dating Kirstin, a fellow classmate, off and on since their 1997 reunion. He proposed to her once and they were engaged for a very brief period. If he finds her at this reunion, he will be looking to take their relationship to the next level.