While growing up, Grady idolized Stephen Curry, following him on his NCAA Tournament run at Davidson and first several seasons with the Golden State Warriors.

[1] Grady played three seasons at Catholic Memorial School and was named to the Boston Herald Dream Team.

Grady averaged 17.3 points and 4.5 rebounds per game and helped Davidson claim a berth in the National Invitation Tournament.

[11] In his senior season, Grady averaged 17.1 points and 4.6 rebounds per game, earning First Team All-Atlantic 10 honors for the second time.

[16] Grady's grandmother, Sophia Williams-De Bruyn, is a South African activist famous for leading anti-apartheid marches.

Grady launched the College Athletes for Respect and Equality initiative in 2020, to raise awareness of racial injustice.