Outside of high school soccer, Pittman played for the Northern Virginia Royals youth teams as well as the D.C. United Academy.
[1] In 2009, Pittman signed a letter of intent to play for the West Virginia Mountaineers men's soccer program.
In the 2013–14 PASL season, Pittman made 20 appearances scoring 15 goals for the B52s.
At the end of the 2015 NPSL season, Pittman returned to indoor soccer and played three matches with the Missouri Comets.
Pittman made his outdoor professional debut on April 9, 2016, starting and playing for 81 minutes[4] in 1–0 home victory against the Rochester Rhinos.