Due to constantly changing operational conditions, it is hard to predict when certain components need maintenance or should be replaced. Boskalis still gets surprised by sudden downtime due to this. To improve predictability of these downtimes, a more thorough look at their vessels’ power train components was taken. In particular, the degradation behavior of the cutter motor rolling element bearings in Helios’ cutter ladder. Using vibration- and operational data, a model that is able to describe the degradation of these power train components while accounting for changes in environmental and operational conditions was developed.