Canady attended Varina High School, where he played as a cornerback, wide receiver and quarterback.

He received first-team All-district, All-Central Region and Touchdown Club of Richmond's Offensive Player of the Year honors.

As a sophomore, he started 8 games, registering a career-high 44 tackles, 2 sacks, 8 pass breakups (second on the team) and one forced fumble.

As a senior, he started all 12 games, posting 39 tackles (3 for loss), one forced fumble and returned five punts for 126 yards with a touchdown.

[3] On September 4, 2017, Canady was placed on injured reserve due to a knee injury suffered in training camp.

[7] On August 31, 2019, Canady was waived by the Ravens and was signed to the practice squad the next day.

[9] In week 4 against the Cleveland Browns, Canady recorded his first career interception off Baker Mayfield in the 40–25 loss.