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. Set the goal scoring record in only 3 years on Varsity. 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. He played college soccer at the University of Dayton. Despite missing most of his final two intercollegiate seasons due to injury, Rolfe continued to be a dynamic goal scorer and eventually set the school record for career assists. He was named an NSCAA All-American after his senior year with the Flyers. Rolfe also played for Chicago Fire Premier in the USL Premier Development League during the summers of 2003 and 2004, helping the Fire PDL team to the national championship game in 2003 and an undefeated season in 2004. In 2010, Rolfe was inducted into the Ohio Soccer Hall of Fame for his accomplishments at the prep and college levels in the state of Ohio.
Professional
Rolfe was drafted by the senior team in the third round of the 2005 MLS SuperDraft by Chicago Fire, and became a Chicago mainstay, scoring 30 goals in his first four seasons with the club, leading his team in goals with eight in his debut 2005 season, and winning the Lamar Hunt U.S. Open Cup in 2006. Since 2007, Rolfe was one of the Fire's top scorers, scoring 8 goals in the 2007 season and 9 goals in the 2008 season, including a hat-trick and man of the match performance versus the New York Red Bulls. On September 2, 2009, it was announced that Rolfe had signed with Danish Superliga side Aalborg beginning January 1, 2010. Rolfe struggled at first in Denmark due to injuries, but came into form after recovering from his injuries, being named to the Superliga Best XI five weeks during his final year there. On April 15, 2012 it was announced that Rolfe was returning to the Fire. Rolfe made his first-team debut with the Fire on June 2 coming on as a second-half substitute against the New England Revolution. 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. He won the Chicago Fire MVP and Golden Boot for the 2012 season. Rolfe was traded by Chicago to D.C. United on April 2, 2014 in exchange for allocation money. Rolfe thrived in his first season at D.C. United, scoring a goal in his debut for D.C. United as a substitute in a 2-0 win against the New England Revolution, giving D.C. United their first win of the season. After scoring 6 goals and creating 6 assists in 21 games, Rolfe suffered a terrible arm injury on September 3, 2014, ending his season. In 2015, Rolfe led D.C. United to the playoffs and was awarded the Team MVP award and the Golden Boot Award for most goals scored. In the first round of the MLS Cup Playoffs, Rolfe scored the 2nd goal in a 2-1 come-from-behind win to push United into the MLS Eastern Conference Semi-final. 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. On November 9, 2017 after 18 months out of the game, Rolfe announced his retirement from professional soccer. In his career for DC, he recorded 61 games, scored 17 goals, and assisted 9 goals.
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. He has volunteered as assistant coach for the University of Denver women’s program. He has had an interest for organic farming, and volunteered at farms and farmers markets in Chicago, Washington and Denver.
