[2] Rolfe attended Kettering Fairmont High School, where he was given his first varsity start as a freshman in the last game of the season in order to play with his brother Jon, a senior.

Earned All-State and All-Midwest honors in his senior year after leading the Firebirds to their first district title and first-ever victory over arch-rival Centerville High School.

Despite missing most of his final two intercollegiate seasons due to injury, Rolfe continued to be a dynamic[clarification needed] goal scorer and eventually set the school record for career assists (25).

Rolfe scored in his home re-debut match at Toyota Park on June 17 in a 3–1 win over the New York Red Bulls.

After scoring 6 goals and creating 6 assists in 21 games, Rolfe suffered a terrible arm injury on September 3, 2014, ending his season.

Rolfe suffered a concussion in a game against the Chicago Fire on April 30, 2016, when an inadvertent elbow struck him in the nose; he has not played since.

Since being sidelined from soccer Rolfe has returned to the University of Dayton, near his home town of Kettering, Ohio, to complete his degree in finance that he started more than 16 years previously.