Abstract: In this talk, I will summarize a series of theoretical and computational efforts by my group that aim at bringing theory closer to experiment in molecular electronics. I will describe our progress simulating experiments that induce femtosecond currents along nanoscale junctions by applying strong few cycle laser pulses. I will discuss efforts developing force fields and methods that now enable us to model STM experiments that measure the conductance of single-molecules as it is mechanically elongated. I will also describe our progress modeling break-junction experiments in which reliability has come from statistically sampling thousands of repeat measurements. Time permitting, I will summarize what we have learned about the possibility of using molecular junctions as a platform to develop highly discriminating single-molecule multidimensional spectroscopies.