The diamond nitrogen vacancy (NV) center spin qubit is a uniquely versatile quantum sensor that offers a path towards truly nanoscale magnetic imaging with high sensitivity over a wide range of temperatures and applications targets. Here I discuss NV-based scanned magnetic imaging experiments as applied to condensed matter systems, in particular focusing on a new sensing modality for probing dynamics. These experiments, as well as all others to date, have primarily leveraged either single NV centers or ensembles of non-interacting NV centers. I then discuss the challenges, prospects, and experimental progress towards leveraging strongly-interacting spin ensembles for entanglement-enhanced quantum sensing.