Rampersad grew up in the La Horquetta neighbourhood of Arima, Trinidad and Tobago.[1][2] In his youth, he mainly played cricket, before switching primarily to football at age 12,[3] where he joined the academy of local club FC Santa Rosa.[4][5] In 2012, he was named Most Promising Player of the Super League U17 division.[6]
He began playing at the senior level with FC Santa Rosa, in the second tier TT Super League, when he was 18.[7] He won the 2018 TT Super League title with the team.[8] While playing with Santa Rosa, he was scouted by future coach and fellow Trinidadian Stephen Hart in 2018.[9]
In January 2019, he signed with Canadian Premier League club HFX Wanderers.[10][11] On 28 April 2019, Rampersad made his professional debut as a starter in the Wanderers' inaugural match.[12] On 20 June 2019, he scored his first goal for the club in a 2–1 loss to Cavalry FC.[13] Following the season, he re-signed with the club for the 2020 season.[14][15][16] Ahead of the 2020 season, which was delayed due to the COVID-19 pandemic,[17] he was named team captain[18][19] (he had also been given the armband for the team's final match of the 2019 season).[20] At the end of the 2020 season, he was named to the CPL Best XI.[21] During the 2021 season, he became the team's most capped player.[22][23] After the 2021 season, he was ranked as the #38 best player in the history of the CPL.[24] On 5 September 2022, he played his 100th match, across all competitions (including friendlies), for the Wanderers.[25] He was regularly named to the CPL Team of the Week in 2022.[26][27][28][29] In December 2022, he signed a multi-year extension with the club.[30][31] On 22 April 2023, Rampersad became Halifax's first player to ever make 100 competitive appearances for the club, having featured in a 1–1 league draw against Forge FC.[32][33] As of the 2023 season, he is the all-time appearance leader for the club.[34] In January 2025, Rampersad signed a 2 year contract extension through the 2026 season, with an option for 2027.[35][36]
In March 2023, Rampersad received another call-up to Trinidad ahead of CONCACAF Nations League matches against the Bahamas and Nicaragua.[39][40][41] This marked his first time with the national team at any level.[42][43] On March 24, he made his international debut as a starter against the Bahamas.[44] In June 2023, he was named to the final squad for the 2023 CONCACAF Gold Cup.[45] In Trinidad and Tobago's second group-stage match against Jamaica, Rampersad scored his first goal for his country, in a 4–1 defeat.[46][47]
