A headset with an active crossover network is provided. The headset is coupled to an audio source using either a wired connection or a wireless connection. The active crossover network, utilizing either analog or digital filtering, divides each channel of the incoming audio signal from the audio source into multiple frequency regions sufficient for the number of drivers contained within each in-ear monitor of the headset. The output from the network's filters is amplified using either single channel or multi-channel amplifies. Preferably, gain control circuitry is used to control the gain of the amplifier(s) and thus the volume produced by the drivers. More preferably, the gain of the gain control circuitry is adjustable. The headset includes a power source that is coupled to the amplifier(s) and, if necessary, the network's filters. The power source can be included within some portion of the headset or included within the wireless interface. Alternately, an external power source can be used, for example one associated with the audio source.