A method of seal condition monitoring may determine the state of the annular seal, the state of one or more sealing elements, take actions to maintain the annular seal as one or more sealing elements transition from new to worn, and provide advance notice of the impending failure of one or more sealing elements so as to avoid a catastrophic annular seal failure while the marine riser is pressurized. Advantageously, operations may be conducted proactively rather than reactively, and one or more sealing elements may be replaced well in advance of failure, but potentially later than a conventional maintenance schedule would dictate. The one or more failing sealing elements may be proactively replaced without depressurizing the marine riser, prior to seal failure or replacement may be planned well in advance and coordinated with other rig operations to improve efficiency and maintain the safety of the drilling rig and personnel.