A caster assembly comprises a caster wheel having an outer surface. A wheel support is coupled to the wheel to support the wheel for rotation about a rotational axis and for swiveling about a swivel axis. A brake assembly comprises a brake having a cammed wheel engaging surface shaped to engage the outer surface of the wheel and a brake actuator to move the brake relative to the wheel from an unbraked position to a braked position in which the brake limits rotation of the wheel about the rotational axis. The cammed wheel engaging surface is arranged to articulate relative to the wheel support. The cammed wheel engaging surface articulates relative to the wheel support in response to the wheel rotating about the rotational axis after the brake is initially placed in the braked position such that the cammed wheel engaging surface more deeply engages the wheel with rotation of the wheel about the rotational axis.