A pole securement sleeve is disclosed herein. The pole securement sleeve includes a tubular housing member having a sidewall defining an internal passageway configured to receive a pole therein; a clamping member, a portion of the clamping member disposed in the internal passageway of the tubular housing member, the clamping member configured to apply a compressive force about a portion of an outer periphery of the pole; and a clamping member adjustment means operatively coupled to the clamping member, the clamping member adjustment means together with the clamping member circumscribing an area configured to be intersected by the pole. When a moment or torque is applied to the clamping member adjustment means, a size of the area circumscribed by the clamping member adjustment means and the clamping member is adjusted. A pole securement system and an umbrella base assembly, each including the pole securement sleeve, are also disclosed herein.