While canonical massive O-type stars are expected to evolve classically (i.e. horizontally) in the stellar HR diagram (HRD), VMS with #x0393; enhanced winds are found to be evolving vertically downwards from the start of H burning as indicated by the downwards Thick arrow. They will likely produce classical WR (cWRs) that are on the hot side of the slanted line indicating the zero-age main sequence (ZAMS). At luminosities below a certain threshold (Shenar et al. 2020; Sander & Vink 2020), stars may appear to be optically thin stripped He stars.