Career
Pittman began his career at Alloa Athletic, and was first called up for a matchday squad on 26 March 2011, remaining an unused substitute for their goalless home draw with Peterhead in the Scottish Second Division. Three days later, he made his only appearance for the club, as a last-minute substitute for Jim Lister in a 3–2 defeat at Brechin City. On 11 August, he left the team for amateurs Broxburn Athletic, signed by his father.
Pittman later continued his amateur career with Bo"ness United.
On 3 February 2015, after three other Scottish Professional Football League teams had made offers, he joined Scottish Championship club Four days after his acquisition, he made his debut in a 2–3 home defeat to Heart of Midlothian, playing the final four minutes in place of Ibra Sekajja.
He is the son of Steve Pittman, who played for Dundee and Partick Thistle as a full back, and also represented the United States at international level