I feel like this question is something very elementary, while I sense it can be very enlightening. Anyway, when discussing proper time, we define it as the time measured by a clock that follows a timelike world line. Naturally, we define the proper time interval as the change in proper time.A common didactic way to present it is with the notion of observer, as follows: An observer travels from an $x_1$ position, where an Event $1$ occurs, and reaches an $x_2$ position with the same clock, in time to register an Event $2$. The measured time interval is the proper time interval between these events. Of course, this definition depends on the fact that the observer has enough time to "reach" the other event. Well, clearly, the range of situations whereupon an pair of events would not have a proper time would be enormous, just think of situations in which we have events separated by very large distances, one occurring shortly after the other. We quickly see that there would be an extensive range of situations where we should have speeds exceeding the speed of light.
I see no reason to believe that the "problem" would stop there, I believe that this can be an interesting motivation to better introduce the metric of space-time, when studying the subject initially. So, my question is: Mathematically, how does the topology or algebra of space time, or both, "circumvent" this simple difficulty, so that proper time can be well defined?