[4] In the offseason of 2021, Simmons played with amateur club Edmonton Scottish and participated in the 2021 Summer Series and AMSL, notably scoring a 1st minute goal against Calgary Foothills in the home opener.

[7] He made his debut for MacEwan on September 8, 2018, earning an assist on the game-winning goal against the Mount Royal Cougars.

[12] After impressing in his pre-season trial, Simmons signed a professional contract with FC Edmonton of the Canadian Premier League in 2022.

[17][18] In May 2023, Simmons was invited to a Guyana national team training camp by coach Jamaal Shabazz.

[19] The next month on June 13, he was named to the final 23-man squad for the 2023 CONCACAF Gold Cup qualification tournament.