An automatic height adjustment system includes an adjustable desk frame, a first drive assembly operable to control a height of the adjustable desk frame, an adjustable monitor mount, a second drive assembly operable to control a viewing height of the adjustable monitor mount, a transceiver, and a first controller communicatively coupled to the first drive assembly and to the transceiver. The first controller is configured to receive, via the transceiver, a first communication based on the detection of a position of a user from a computing device and to transmit, via the transceiver, a second communication to the first drive assembly to control the height of the adjustable desk frame and movement of the adjustable desk frame and the adjustable monitor mount are synchronized such that an adjustment of the height of the adjustable desk frame causes a corresponding adjustment of the viewing height of the adjustable monitor mount.