Abstract: This disclosure provides methods, components, devices, and systems for establishing wireless device connectivity between devices. Some aspects more specifically relate to auto-pairing devices to establish a wireless communication connection between devices using a docking station. These devices include a headset, a push-to-talk device, and a two-way radio. Upon docking the devices to the docking station, an auto-pairing process is initiated to establish a wireless communication connection between the devices. The docking station can exchange device information associated with the headset and the push-to-talk device and transmit that information to the two-way radio. Upon receiving the device information, the two-way radio and other devices can establish wireless communication connections. As a result, the devices are automatically paired with each other when the devices are docked to the docking station.