Swan attended Fennimore High School, where he participated in football, basketball, baseball, and track.
He finished his high school career with 121 receptions, for 2,234 yards and 26 touchdowns, along with 18 interceptions as a defensive back.
[citation needed] Swan graduated from Fennimore High School in 2003 and enrolled at the University of Wisconsin-Madison, walking on the football team.
Swan's season was cut short after he sustained a hamstring injury at Illinois after making four receptions for 67 yards.
[9] Swan was selected as a part of the twelve-man cast for Michael Irvin's football reality show Fourth and Long; the winner received an invitation to attend the Dallas Cowboys training camp and a shot at making their roster.