Small, low cost, radar systems have exciting applications in monitoring and imaging for the industrial, healthcare and Internet of Things (IoT) sectors. We here explore, and show the feasibility of, several single bit square wave radar architectures; that benefits from the continuous improvement in digital technologies for system-on-chip digital integration. By analysis, simulation and measurements we explore novel and harmonic-rich continuous wave (CW), stepped-frequency CW (SFCW) and frequency-modulated CW (FMCW) architectures, where harmonics can not only be suppressed but even utilized for improvements in down-range resolution without increasing on airbandwidth. In addition, due to the flexible digital CMOS implementation, the system is proved by measurement, to feasibly implement pseudo-random noise-sequence and pulsed radars, simply by swapping out the digital baseband processing. Single bit quantization is explored in detail, showing the benefits of simple implementation, the feasibility of continuous time design and only slightly degraded signal quality in noisy environments compared to an idealized analog system. Several iterations of a proof-of-concept 90 nm CMOS chip is developed, achieving a time resolution of 65 ps at nominal 1.2 V supply with a novel Digital-to-Time converter architecture. In pulsed mode, the chip features programmable pulses with a minimum width of 130 ps and a time step of 65 ps. In CW mode, we can transmit arbitrary signals up to 3.8 GHz all the way down to DC. With a continuous time single bit receiver, the backscattered signal can be mixed with the on-chip XOR gate and integrated with the on-chip counters, to provide a system-on-chip CW platform.iii