The next generation ground-based extremely large telescopes (ELTs) present incredible opportunities to discover and characterize diverse planetary systems, even potentially habitable worlds. Adaptive-optics assisted thermal-IR (3-14 micron) imaging is a powerful tool to study exoplanets with extant 6-12 meter telescopes. ELTs have the spatial resolution and sensitivity that offer an unparalleled expansion of the available discovery space. AO-assisted thermal-IR instruments on ELTs will be superior to JWST for high contrast imaging in the thermal-IR, and complementary to high contrast observations at shorter wavelengths, in space or with second-generation extreme AO instruments. With appropriate investments in instrumentation and pre-cursor observations, thermal-IR equipped ELTs could image the first terrestrial and super-earth planets around nearby stars, opening the door to characterization of potentially habitable planets from the ground and space.