Nanoscale vdW complexes represent the current frontier in the continuing development of DFT for noncovalent interactions. Large variations amongst the best-performing methods suggest that new functionals may be required, e.g., to improve upon the pairwise-additive foundation of the VV10 functional. Experimental data for gas-phase conformational energies in systems with 150 atoms are starting to become available, and these make for much cleaner benchmarks as compared to solution-phase data, where solvation modeling is a major source of error. Based on these emerging experiments, it is suggested that existing DFT methods may overstabilize compact molecular conformations, relative to experiment. Calorimetry measurements in medium-sized organic molecules can also be used to make contact with noncovalent interactions, shedding light on the interplay between steric effects and dispersion in large molecules, or what has been called "steric attraction". These efforts should be further pursued in order to extend the threshold system size below which one may confidently state that nonbonded interactions are a solved problem in modern quantum chemistry.