After beginning his career with hometown team Troon Thistle boys club, O'Ware spent five years in the Rangers youth system at Murray Park, then a further two at Kilmarnock.[1] He then signed for youth side Bonnyton Thistle,[2] where he was part of the team that won the Under-19 Scottish Cup final.[3]
Morton
O'Ware joined Greenock Morton in 2011.[2] He made his début at left back in a Scottish Cup tie against Deveronvale on 19 November 2011.[4] O'Ware also had a trial at EFL Championship side Middlesbrough.[1] He broke into the Morton team at left back due to an injury to Ross Forsyth.[when?][citation needed] In January 2012, O'Ware suffered a stress fracture to his tibia making him miss at least a month of Morton's season.[5] O'Ware agreed one-year extensions with Morton in 2013,[6] 2014[7] and 2015.[8]
In April 2016, O'Ware's good form resulted in him being awarded a two-year contract extension with the club.[9] He won the Scottish Championship Player of the Month award for October 2016[10] and was twice named in the Scottish Championship Team of the Year in successive seasons. He also finished season 2016/17 as Europe's top scoring defender with 11 goals.[11]
This form brought him to the attention of a host of Scottish Premiership clubs, and he was linked with a move to his boyhood heroes Celtic in the summer of 2017, as Brendan Rodgers looked to solidify his back line.[12]
After the sacking of manager Jim Duffy in May 2018, O'Ware left the club seeking "a new challenge".[13] Thomas featured at full-back, centre-back, centre midfield, and occasionally as a striker during his seven seasons at Cappielow.
Partick Thistle
O'Ware signed a two-year contract with Partick Thistle in June 2018.[14] He scored his first goal for the Jags on 14 August 2018, opening the scoring in a 5–0 win at Stranraer in the Scottish Challenge Cup.[15][16] On 25 August 2018, O'Ware was substituted four minutes into the game against Dundee United due to a knee injury,[17] and it was later revealed that he would miss the remainder of the season as a result.[18]
O'Ware scored his first league goal for Thistle in the final game of the decade, scoring the winner against his former side Greenock Morton in a 2–1 away win.[19] O'Ware signed a two-year contract extension with Thistle in January 2020.[20]
O'Ware represented Scotland at schoolboy level in 2011.[23]
Coaching
During his playing career, O'Ware has already begun his coaching career and has experience working in the Greenock Morton academy working mainly with the Under 14s, U15s and U16s.
He has also been studying for his UEFA 'B' Licence.
After rupturing his ACL at Partick Thistle, O'Ware helped out with the coaching staff under then manager Gary Caldwell, and spent matchdays in the dugout as part of the non-playing staff.