This article is the second in a series in which we perform an extensive comparison of various galaxy-based cluster mass estimation techniques that utilise the positions, velocities and colours of galaxies. Our aim is to quantify the scatter, systematic bias and completeness of cluster masses derived from a diverse set of 25 galaxy-based methods using two contrasting mock galaxy catalogues based on a sophisticated halo occupation model and a semi-analytic model. Analysing 968 clusters, we find a wide range in the RMS errors in log M200c delivered by the different methods (0.18 to 1.08 dex, i.e., a factor of ~1.5 to 12), with abundance matching and richness methods providing the best results, irrespective of the input model assumptions. In addition, certain methods produce a significant number of catastrophic cases where the mass is under- or over-estimated by a factor greater than 10. Given the steeply falling high-mass end of the cluster mass function, we recommend that richness or abundance matching-based methods are used in conjunction with these methods as a sanity check for studies selecting high mass clusters. We see a stronger correlation of the recovered to input number of galaxies for both catalogues in comparison with the group/cluster mass, however, this does not guarantee that the correct member galaxies are being selected. We do not observe significantly higher scatter for either mock galaxy catalogues. Our results have implications for cosmological analyses that utilise the masses, richnesses, or abundances of clusters, which have different uncertainties when different methods are used. Show Partial Abstract