Club career
Glasgow started his career with Guyanese side Western Tigers FC. [2]
On 24 March 2022, it was announced that Glasgow had signed for MLS Next Pro club Chicago Fire FC II, the reserve team of Chicago Fire FC of Major League Soccer. The deal was for an initial two years with a club option to extend through 2024. [3]
On 8 May 2022, he played his first game with Chicago Fire FC II, a 0–0 draw with Minnesota United 2 in the 2022 MLS Next Pro season. [4]
One week later, on 15 May 2022, in a 2022 MLS Next Pro game against Cincinnati 2, he scored his first goal with Chicago Fire II in a 3-1 win. [5]
In May 2024, he was loaned to the Chicago Fire FC first team for two games. [6] On 4 May 2024, he made his first appearance for Chicago Fire FC by playing a MLS game against New England Revolution, Chicago lost 1–0. [7] On 16 May 2024, he played his second game as planned, a MLS game against Charlotte FC, lost by Chicago 1–0. [8] On 29 July, he was again loaned to the first team, this time for one game only, [9] a 2024 Leagues Cup group stage defeat 2–1 to Sporting Kansas City. [10] It was his third game for the first team, and his Leagues Cup debut.
On 17 December 2024, after 62 games and 15 goals with Chicago Fire FC II, Glasgow was permanently transferred to Chicago Fire. [11]
On 7 May 2025, Glasgow scored his first goal with Chicago Fire FC in the round of 32 of the 2025 US Open Cup against Detroit City FC, Chicago winning the game 4–0. [12]
On 7 August 2025, he was loaned to US second tier side Loudoun United for the reminder of the 2025 season [a] . [13]
Two days later, on 9 August 2025, he played his first game against with Loundoun United, against Rhode Island FC in the 2025 USL Championship season; it was also his first game in USL Championship, the second tier in United States league system. [14]
International career
Glasgow debuted internationally with the Guyana U-17 team on 5 January 2019, in a 2019 CONCACAF U-17 Championship qualifying match held in the United States, in a 4–0 defeat to El Salvador. [15] He also appeared in 2020 CONCACAF U-20 Championship qualifying. [16]
On 30 March 2021, in a 2022 FIFA World Cup qualifier, Glasgow made his senior debut, and scored his first goal for Guyana against Bahamas in a 4–0 victory, becoming at 17 years and 4 months Guyana’s youngest known player and goalscorer ever. [17]
On 5 June 2022, in a 2–1 win over Montserrat in the 2022–23 CONCACAF Nations League, he netted a brace to become at 18 years and 6 months Guyana’s youngest goalscorer ever in CONCACAF Nations League. [18]
He was named to the 23-man squad for the 2023 CONCACAF Gold Cup qualification tournament on June 13, 2023. [19] He was recalled for Guyana's 2023–24 CONCACAF Nations League B campaign. He scored seven goals in five matches, including at least one goal in each of the nation's games, en route to earning the competition's top goalscorer award. He was also named the tournament's best young player. [20]
On 15 November 2024, in a 4–1 win against Barbados during the first leg of the 2024–25 CONCACAF Nations League Play-in, he netted his 18th and 19th goals, surpassing Nigel Codrington tally of 18 goals to become Guyana’s all time top goalscorer. [21]
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Bahamas 
Barbados 
Montserrat 
Bermuda 
Grenada 
Antigua and Barbuda 
Puerto Rico 
Cambodia 
Suriname 