Signals, track circuits, switches, and relay rooms are simultaneously the most critical and most maintained railway assets. A fault of one of these assets may strongly reduce the railway network capacity or even disrupt the circulation. Effectively predicting what assets may need maintenance allows to anticipate the intervention thus avoiding a failure. Currently, this problem is tackled by infrastructure managers mostly relying on operators' experience and with limited support of decision supporting tools. In this paper, we propose a Simple Informed Machine Learning (ML) based model able to automatically predict what asset need to be maintained fully leveraging on the operator experience. However, ML models in modern industrial MLOps pipelines demand continuous data collection, model re-training, testing, and monitoring, creating a large technical debt. In fact, one of the main requirements of these pipelines is to not be regressive, i.e., not simply improve average performances but also not incorrectly predicting an output that was correctly classified by the reference model (negative flips). In this work we face this problem by empowering the proposed ML with Non Regressive properties. Results on real data coming from a portion of an Italian Railway Network managed by Rete Ferroviaria Italiana, the Italian Infrastructure Manager, will support our proposal.