Andre Fortune II

In 2011, Fortune spent time training with top clubs in Europe, including Barcelona, Manchester City and Tottenham Hotspur. Fortune also trialled in the United States with New York Red Bulls in June 2015, but elected not to sign with the club. He signed his first professional contract in the US with United Soccer League side Rochester Rhinos. In 2017, Fortune signed with North Carolina FC, becoming the first product of the team's development academy to sign a professional contract with the team. Fortune served as an assistant coach for the North Carolina FC U23 squad during the 2018 PDL season. He was named USL Championship Player of the Week for Week 14 of the 2019 season after scoring two goals in a 3–1 win over the Tampa Bay Rowdies. He earned the honor again in Week 24 after scoring two goals and an assist in a 5–0 win over Pittsburgh Riverhounds SC. In 2020, Fortune led North Carolina FC in scoring and was named the team's Offensive Player of the Year and Most Valuable Player for the season. On 11 May 2021, Fortune moved to USL Championship side Memphis 901. In February 2022, Fortune signed a three-year contract with Meistriliiga club Nõmme Kalju. He was Meistriliiga Player of the Month in August 2023. Fortune returned to the United States, joining USL Championship side Las Vegas Lights on 14 June 2024.

In September 2019, Fortune was called to the senior Trinidad and Tobago national team squad for the first time for CONCACAF Nations League fixtures against Martinique. He made his debut on 14 October 2019 in a friendly against Venezuela and earned his first start in a friendly against Ecuador on 15 November 2019. Fortune was named as part of Trinidad and Tobago's 23-man squad for the 2021 CONCACAF Gold Cup.