[8] As a freshman, he qualified for the NCAA Division II nationals and became an honorable mention All-American after placing 13th in the 200-yard backstroke event.

[11] Cyprianos began competing for Zimbabwe internationally by 2019 and broke the national 100m backstroke record that year at a tournament in Dubai.

[7] He was selected for the 2019 FINA World Junior Swimming Championships where he participated in five events with a highest placement of 40th.

[12] In February 2020, he served as captain of the Zimbabwe team competing at the CANA Zone IV Swimming Championships in Botswana.

[12] Two years later, he participated at the 2023 World Aquatics Championships and broke the national record in the 100m backstroke with a time of 57.29 seconds.