A system for detecting aircraft brake failure using retract braking may comprise a landing gear including a wheel, a brake coupled to the wheel, and a wheel sensor coupled to the wheel. A brake controller may be coupled to the brake and the wheel sensor. The brake controller may be configured to receive a begin retract braking signal, command the brake to apply a braking force to the wheel, calculate a wheel speed characteristic using data from the wheel sensor, and determine whether the wheel speed characteristic indicates a failure of the brake.