Various implementations of systems and methods for insertion loss estimation are disclosed. The system for insertion loss estimation includes a first filter, a focusing component, and a digital micromirror device (DMD). The first filter, the focusing component, and the DMD are in parallel with an optical fiber connector. Additionally, the system includes an optical concentrator and a photodetector device. A first face of the optical concentrator is facing towards the DMD, and a second face of the optical concentrator is facing the photodetector device. Both the photodetector device and the optical concentrator are in parallel.