Over the past several decades, advances in telescope/detector technologies and deep imaging techniques have pushed surface brightness limits to ever fainter levels. We can now both detect and measure the diffuse, extended star light that surrounds galaxies and permeates galaxy clusters, enabling the study of galaxy halos, tidal streams, diffuse galaxy populations, and the assembly history of galaxies and galaxy clusters. With successes come new challenges, however, and pushing even deeper will require careful attention to systematic sources of error. In this review I highlight recent advances in the study of diffuse starlight in galaxies, and discuss challenges faced by the next generation of deep imaging campaigns.