Youth Jeffrey was born in
Dallas,
Texas. After winning the Parade Boys Soccer National High School Player of the Year in 2008, Jeffrey signed with
Club Brugge KV of
Belgium.
Senior After the 2009 U-20 Men's World Cup, Jeffrey was sold to FSV. Mainz 05 of the Bundesliga under Thomas Tuchel in the winter transfer period in 2010. He played there for seasons, mostly appearing for the reserve side.
D.C. United On July 3, 2013, it was announced that Jeffrey had been picked up by
Major League Soccer side
D.C. United in a waiver draft. On August 3, Jeffrey scored his first goal with his new club, netting a pass from
Conor Doyle to give United a 3–1 lead against
Montreal Impact. United would go on to win by the same scoreline. Jeffrey retired at the end of their 2018 season. ==International==