College career
In 2020, he began attending the University of North Carolina at Chapel Hill, where he played for the men's soccer team. [4]
In 2021, he transferred to University of Akron to play for their men's soccer team. [5] At the end of the season, he was named to the All-Mid-American Conference Second Team, [6] All-Ohio Second Team, [7] and was ranked #50 on the TopDrawerSoccer.com Men's National Freshmen Top-100 Postseason list. [8] In 2022, he was named to the All-MAC First Team. [9] In 2023, he was named to the All-Big East Conference Second Team [10] and the 2023 All-East Region Third Team. [11] After the 2023 season, he was draft in the 2023 MLS SuperDraft by CF Montréal, [12] however, he chose to return to Akron for the 2024 year to finish his degree and complete his final season of eligibility. [13] Ahead of the 2024 season, he was named to the Big East All-Preseason Team. [14] On September 28, 2024, he scored his first career collegiate goal in a 1-0 victory over the Gerogetown Hoyas. [15] At the end of the 2024 season, he was named to the All-Big East Second Team and the All-East Region First Team. [16] [17]
Club career
In 2018, Henry played with Toronto FC III in League1 Ontario. [18]
In 2022, he played with Hamilton United in League1 Ontario. [19] He scored one goal for the club in a 5-1 victory over Scrosoppi FC. [20]
In 2023, he played with the Flint City Bucks in USL League Two. [21]
At the 2024 MLS SuperDraft, Henry was selected in the 2nd round (39th overall) by CF Montréal. [22] He then returned to college for another season, before attending training camp with the club in 2025, but was told there was no roster space available to sign him. [23]
In March 2025, he signed with Toronto FC II in MLS Next Pro. [24] He made his debut on March 9 against FC Cincinnati 2. [25] In June 2025, he signed a short-term loan with the Toronto FC first team. [26] He made his Major League Soccer debut on June 25, 2025 against the New York Red Bulls. [27] He later signed an additional short-term loans. [28] [29] In July 2025, Toronto FC acquired his MLS rights from CF Montréal, in exchange for $75,000 in conditional general allocation money and a 2026 MLS SuperDraft third-round pick, while also retaining a sell-on clause. [30]
In August 2025, he signed a first team contract with Toronto FC for the remainder of 2025, with options for 2026 and 2027. [31] [32] He would later be loaned to the second team for some matches later in 2025. [33]
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