We analyze the problem of estimating past quantum states of a monitored system from a mathematical perspective in order to ensure self-consistency with the principle of quantum non-demolition. Despite several claims of ``measuring noncommuting observables in the physics literature, we show that we are always measuring commuting processes. Our main interest is in the notion of quantum smoothing or retrodiction. In particular, we examine proposals to estimate the result of an external measurement made on an open quantum systems during a period where it is also undergoing continuous monitoring. A full analysis shows that the non-demolition principle is not actually violated, and so a well-posed as a statistical inference problem can be formulated. We extend the formalism to consider multiple independent external measurements made on the system over the course of a continual period of monitoring.