Career
For those who follow youth soccer in this country, Terryville’s national title was a Hollywood–style Cinderella run that would surpass what was seen in either “Miracle” or “Hoosiers.”
A Long Island native, O'Brien was one of the most decorated players at Bucknell University, finishing his career 2nd in school history in assists and 9th in goals. He also became Bucknell's first All-American in 33 years and was named a finalist for the Hermann Trophy, given to the national player of the year. At Bucknell he started every game over four years and lead the club to their first ever Patriot League title.
After finishing his Bucknell career, O’Brien went undrafted in the 2010 MLS Superdraft despite rave reviews at the MLS Combine in 2010. Not wanting to give up on his professional ambitions, O’Brien joined Blokhus FC, a tiny club playing in the third division of Denmark. O'Brien was not drafted by any MLS club, and instead signed with Blokhus FC in the third tier of Denmark.
At Blokhus, the midfielder found immediate success. O'Brien found the net 10 times as the club stormed to the 2nd Division West title and then emerged victorious in the promotion
Following the 2010-11 season, he signed an eighteen-month contract with SønderjyskE in the Danish Superliga. In his first year, he scored three goals in twenty-five league appearances.
After scoring four goals in twenty league appearances during the first half of the 2012-13 Danish Superliga, O'Brien's contract expired, and he did not choose to resign with the club. After his contract expired with SønderjyskE, O'Brien signed with reigning SuperLiga winners FC Nordsjælland. and participated in the team's 2012-2013 Champions League campaign. Following O'Brien's brief stay with the Wild Tigers he would head to Odense BK. Conor O'Brien has the most goals in the Denmark SuperLiga as an American born player with 8 and is tied for third in most games played with 75.
During his stay in Denmark's top flight, O'Brien logged nine goals and five assists across all competitions for Odense BK, SönderjyskE and FC Nordsjælland, for whom he made his Champions League debut in 2013. In the summer of 2014 O'Brien signed a one-year contract with Austrian Budesliga side Wiener Neustadt. In addition to competing interest from the Danish Superliga, MLSsoccer.com has learned that O'Brien also had free agent contact from Major League Soccer.