Brown attended high school at South Kent Preparatory in South Kent, Connecticut, where he was coached by Raphael Chillious. He finished the year with 15 starts, averaging 22.0 minutes, 6.5 points, 3.1 assists and 1.5 rebounds per game helping Pittsburgh to a Big East tournament championship.
He played college basketball at the University of Pittsburgh. Serving as captain his senior year, he averaged 24.5 points, 6.5 rebounds and 4.0 assists per game, leading South Kent to a 17–17 record. Upon his graduation in 2006, Brown was South Kent Preparatory"s all-time leading scorer with 1,157 points.
He was ranked as the nation"s Number.
62 recruit and the nation"s Number. 19 shooting guard by Scout.com, ranked as the nation"s Number.
66 recruit and Number. 14 shooting guard nationally by Rivals.com, and ranked the nation"s Number.
93 recruit by United States of America Today. 2006-2007
While Pittsburgh head coach Jamie Dixon originally planned on putting Brown in the starting lineup, an early season injury cut his freshman year short.
After averaging just 4.3 minutes through three games, Brown received a medical redshirt due to an ankle injury and mononucleosis. 2007-2008
Brown played in all 37 games as redshirt freshman and started his first game for the Panthers in place of injured senior Mike Cook on December 29, 2007 at Dayton.
2008-2009
After missing the season"s first four games due to a stress fracture in his left foot, Brown played in 32 games off the bench averaging 19.4 minutes, 5.4 points, 3.1 rebounds and 1.3 assists per game highlighted by a 30 point performance March 4 against Marquette.
2009-2010
In August 2009, Brown was suspended from the men"s basketball team for the fall semester because of academic reasons. On December 22, 2009 returned from suspension playing 18 minutes off the bench against Ohio. He averaged 10.7 points per game during his junior season, which culminated with a 71–68 loss to Xavier in the second round of the 2010 National Collegiate Athletic Association Tournament.
2010-2011
Brown started every game of his senior season averaging 28 minutes player per game and 11.3 points per game.
He helped lead Pitt to the 2010-2011 Big East Regular Season Championship and a number 1 seed in the 2011 National Collegiate Athletic Association Men"s Division I Basketball Tournament. He missed a free throw that would have sent Pittsburgh to the Sweet Sixteen.
They lost after his teammate Nasir Robinson fouled Matt Howard while going for the rebound. 2011-2012 season
Brown went undrafted in the 2011 National Basketball Association draft.
On July 1, 2013, he signed a one-year deal with s.Oliver Baskets of Germany.
In November 2011, he left s.Oliver after just eight games. On December 12, 2011, Brown signed with the Boston Celtics. However, he was later waived by the Celtics on December 22, 2011.
On December 30, 2011, Brown was acquired by the Fort Wayne Mad Ants.
On February 13, 2012, he was waived by the Mad Ants. Later that month, he joined Sameji of the Dominican Republic.
On April 9, 2012, he signed with Caciques de Humacao of Puerto Rico. In June 2012, he left after 13 games.
2012-2013 season
In August 2012, Brown signed with Bandırma Kırmızı of Turkey for the 2012-2013 season.
In January 2013, he left Bandırma after 17 games. In March 2013, he joined Bucaneros de Louisiana Guaira of Venezuela but left shortly. He then re-joined Caciques de Humacao of Puerto Rico.
2013-2014 season
On November 1, 2013, Brown was selected with 14th overall pick in the 2013 National Basketball Association Doctorate-League draft by the Canton Charge.
2014-2015 season
In July 2014, Brown joined the Milwaukee Buckinghamshire for the 2014 National Basketball Association Summer League. 2015-2016 season
In July 2014, Brown signed on to play for Ironi Nahariya.
