We have studied the main evolutionary paths among the galaxy types residing on the massive end of the Red Sequence and nearby locations on the Green Valley during the last ~9 Gyr. The morphological and star formation properties of a sample of these galaxies at 0.35×10^10 M_⊙ have been analysed. We present direct observational evidence for the first time of the existence of two main evolutionary paths among the different red galaxy types since z~1.5, which provide some clues on the nature of the processes that have governed the assembly of present-day massive quiescent galaxies. The results are in excellent agreement with the hierarchical evolutionary framework proposed in the Eliche-Moral et al. (2010) model. Data from SHARDS (one of the ESO/GTC Large Programmes approved in 2009A) will complement and improve the present findings, shedding some light into many of the still unsettled questions concerning the migration of galaxies from the Blue Cloud to the Red Sequence at z<1.5.