The detection of Earth-like exoplanets in the habitable zone of their stars, and their spectroscopic characterization in a search for biosignatures, requires starlight suppression that exceeds the current best ground-based performance by orders of magnitude. The required planet/star brightness ratio of order 10−10 at visible wavelengths can be obtained by blocking stellar photons with an occulter, either externally (a starshade) or internally (a coronagraph) to the telescope system, and managing diffracted starlight, so as to directly image the exoplanet in reflected starlight. Coronagraph instruments require advancement in telescope aperture (either monolithic or segmented), aperture obscurations (obscured by secondary mirror and its support struts), and wavefront error sensitivity (e.g. line-of-sight jitter, telescope vibration, polarization). The starshade, which has never been used in a science application, benefits a mission by being decoupled from the telescope, allowing a loosening of telescope stability requirements. In doing so, it transfers the difficult technology from the telescope system to a large deployable structure (tens of meters to greater than 100 m in diameter) that must be positioned precisely at a distance of tens of thousands of kilometers from the telescope. We describe in this paper a roadmap to achieving the technological capability to search for biosignatures on an Earth-like exoplanet from a future space telescope. Two of these studies, HabEx and LUVOIR, include the direct imaging of Earth-sized habitable exoplanets as a central science theme.