Headless mode is a system configuration which enables access to a raspberry pi, through ssh on a network, without the use of a monitor or keyboard plugged into the raspberry pi. This mode does require another computer to ssh into the raspberry pi.When this feature is enabled, firstboot is bypassed and disabled.Additionally, Headless Mode will enable services to read your IP Address through plugged in speakers or headphones. It will also flash the IP Address to you on the Raspberry Pi LEDs.hen this feature is enabled, firstboot is bypassed and disabled. Additionally, Headless Mode will enable services to read your IP Address through plugged in speakers or headphones. It will also flash the IP Address to you on the Raspberry Pi LEDs.