| Cooper comes from a sporting family; his mother was a D-I college basketball player at the University of Maine and a senior team captain. |
| His father played NJCAA basketball at Eastern Maine Community College. |
| He began his basketball journey in the AAU circuit at fifth grade with the Blue Wave Elite under coach Andy Bedard, who also has D-I basketball experience. |
| Initially, he played as a guard before experiencing a growth spurt that increased his height significantly. |
| He impressed NBA winner Brian Scalabrine at a fitness test, showcasing remarkable skills at just 14 years old. |
| At the 2022 FIBA U-17 World Cup, he averaged 9.3 points, showcasing his talent in leading Team USA to gold. |
| He made history by leading Nokomis Regional High School to its first state title in boys' basketball before transferring to Montverde Academy. |
| Flagg was named MVP at the 2023 Hoophall Classic after an outstanding performance. |
| He signed an endorsement deal with New Balance, leveraging local business connections. |
| Cooper became the first men's college basketball player sponsored by Gatorade. |
| He declared for the 2025 NBA Draft, with rumors suggesting he could be the first overall pick. |
