This chapter aims to provide an overview of the most successful families of chiral N-heterocyclic carbene (NHC) ligands used in asymmetric catalysis since 2011. Over the past decade, the structures of chiral NHCs have gained in diversity, and new families of very efficient ligands have emerged, particularly bulky chiral monodentate NHCs. On the other hand, chiral NHC ligands, which had previously proven their usefulness, were used to remove bottlenecks in homogeneous catalysis. Both directions are explored and illustrated in this chapter. New trends and challenges in ligand design are also discussed.