A modular desktop organizer and system including a rectangular base with a tall superstructure and shallow side trays. The superstructure includes a U-slot for holding an upright smartphone with an inductive charger, and a deep cup for holding pens, scissors, and accessories. The base includes a channel-shaped tablet holder at the back. The base is electrically powered and includes USB ports. The modular components have a self-centering bias by way of a bottom bulge with a rounded periphery that nests within the top of another modular component having a complementary rounded lip. The modular components can be stacked to two, three or more levels high in an aligned and neat fashion due to the self-centering bias.