Weak gravitational lensing is one of the most sensitive probes of the growth of structure in the Universe, and is therefore a key part of the cosmological community's program for understanding the nature of dark energy. It is also a powerful probe of the connection between the visible components of galaxies and galaxy clusters, and their dark matter halos. The past few years have seen advances in weak lensing measurements with ongoing surveys such as the Dark Energy Survey (DES), the KIlo-Degree Survey (KIDS), and the Hyper-SuprimeCam (HSC) Survey. In this talk, I will begin by describing the HSC survey; HSC's powerful combination of depth and image quality makes the HSC survey unique compared to other ongoing imaging surveys. I will then describe several lessons learned from completed and ongoing lensing science analyses with the HSC survey Wide layer. Finally, I will conclude with challenges that must be overcome in order to realize the scientific potential of even more powerful upcoming surveys, with a particular focus on scientific preparation for LSST carried out within the LSST Dark Energy Science Collaboration (DESC).