The tight channel filtering imposed by long cascades of reconfigurable optical add-drop multiplexers (ROADMs) represents, nowadays, one of the major performance-limiting aspects for optically-routed coherent optical fiber systems. This makes it vital to perform a ROADM-aware optimization of the network performance at the physical layer. In particular, the use of different modulation options is known to have a strong impact on the extent of the filtering-induced penalties. In that regard, a long debate between single- and multi-carrier modulation has been taking place during the last few years, sometimes leading to apparently contradictory results. Following the open scientific discussion on this topic, in this work, we investigate by simulation and experimentally the wavelength selective switch (WSS) filtering tolerance of single-carrier (SC) and digital subcarrier multiplexing (DSCM) signals. In order to promote a fair comparison, both modulation options are carefully designed to minimize the ROADM-filtering penalties, namely resorting to the use of entropy loading together with baud rate optimization. After some preliminary numerical assessment, a comprehensive set of experiments are carried out for the transmission of 21-WDM 95–105 Gbaud SC and DSCM signals over a 2040 km straight line of fiber with regularly spaced WSSs. In general, our results allow to conclude that the two modulation options yield similar performance if the overall baud rate is optimized for each filtering scenario, keeping the baud rate at ± 5% of the optimized value.