A Wales youth international, he began his professional career with Cardiff City in 2012, making his debut in the League Cup in August 2012. He made his English Football League debut on loan at Port Vale in February 2015. After two loan spells at Newport County during the 2015–16 season, he signed for Colchester United in January 2017. He joined Torquay United on loan for the remainder of the 2017–18 season in January 2018. Having been released by Colchester, he signed with Hereford in October 2018. He spent under two years with Hereford before moving to Gloucester City in August 2020. After three seasons with Gloucester, he moved on to Brackley Town.
O'Sullivan joined League One side Port Vale on a one-month loan on 2 February 2015; managerRob Page signed O'Sullivan to replace injured creative midfielder Louis Dodds, having been familiar with him from his time as a coach with the Welsh youth teams.[8] He returned to Cardiff on 2 March after only one substitute appearance at Vale Park.[9] Ten days later he was re-signed by Page on another one-month loan, after the departure of Chris Lines created a midfield vacancy in Vale's first-team picture.[10] The loan deal was later extended to cover the rest of the 2014–15 season.[11] He made five appearances for the Valiants.[12]
On 5 October 2015, O'Sullivan was named as Welsh Young Player of the Year by the Football Association of Wales.[13] Eight days later he joined Newport County on an initial one-month loan, subsequently extended until 7 January 2016.[14] He made his debut on 17 October in 1–0 home defeat by Portsmouth,[15] and on 24 October, he scored his first professional goal in Newport's 4–1 win at Bristol Rovers.[16] In total he made 13 appearances for the club during the loan spell, which was not extended despite Cardiff manager Russell Slade being encouraged by O'Sullivan's progress.[17] On 10 March 2016, O'Sullivan returned to Newport County on loan until the end of the 2015–16 season.[18] He made a further nine appearances for County during his second spell.[19]
Colchester United
After failing to make an impact on the Cardiff first-team during the 2016–17 season, O'Sullivan joined Colchester United on trial in January 2017,[20] completing a transfer to the club for an undisclosed fee on 20 January 2017.[21] He made his debut as a substitute for Drey Wright after 78-minutes of Colchester's 4–0 League Two win at home to Stevenage on 8 April.[22] He made three first-team appearances in 2016–17.[23]
On 25 October 2018, O'Sullivan signed with National League North side Hereford after a successful trial period at Edgar Street.[28] He featured 31 times for the "Bulls" throughout the 2018–19 season. He was reunited with former Cardiff manager Russell Slade in September 2019 following Marc Richards' departure from the club. O'Sullivan's 96th-minute winner against Gateshead on 17 September secured Slade's first victory at Edgar Street.[29] He scored two goals in 22 appearances in the 2019–20 season, which was permanently suspended on 26 March due to the COVID-19 pandemic in England, with Hereford in 15th-place.[30]
Gloucester City
On 7 August 2020, O'Sullivan joined Hereford's National League North rivals Gloucester City, becoming manager James Rowe's fifth summer signing.[31][32] He made 21 appearances before the 2020–21 season was curtailed due to the ongoing pandemic.[33][34] He featured 36 times under Lee Mansell in the 2021–22 season, in what O'Sullivan called "a transitional time" at Meadow Park.[33][35] He made 32 appearances in the 2022–23 campaign, including in the play-off quarter-final defeat at Brackley Town.[33]
Brackley Town
On 26 June 2023, O'Sullivan signed with Brackley Town upon the expiry of his contract with Gloucester.[36] He played 38 league games in the 2023–24 season to help Brackley to secure a play-off place with a third-place finish.[33] He played in the play-off final defeat to Boston United.[37]
International career
O'Sullivan has represented Wales at under-17, under-19 and under-21 level.[38][39] He made his competitive debut for the under-17s starting in a 3–2 defeat to Armenia on 17 October 2011.[40] He made five appearances for the under-17 side.[38] On 13 November 2013, he had a goalscoring debut for the under-19 team, featuring as a substitute in Wales' 5–1 defeat to Georgia.[41] He scored six goals in six appearances for the under-19 team.[38] Prior to his under-19 debut, O'Sullivan had already made his under-21 debut, starting in their 4–0 victory over San Marino on 15 October 2013.[42] For his first goals at under-21 level, he scored a brace against Bulgaria during a 3–1 win on 31 March 2015.[43] He scored three goals in 15 competitive under-21 games between 2013 and 2016.[38]
Style of play
O'Sullivan is a creative box-to-box midfielder with a good touch, awareness and technique.[44]
Coaching career
In 2022, he was coaching in the academy at Cardiff City.[35]
Personal life
Tommy's elder brother, Sam O'Sullivan, played 152 times for Newport County before leaving the club in 2008.[45]
Career statistics
As of match played 4 May 2024
Appearances and goals by club, season and competition