For example, if I schedule an event for Oct 1-Jan 1 right now, the most likely (least surprising) parse would be Oct 1, 2021 through January 1, 2022. Which is both surprising because parsing Oct 1 depends on the current date, and because the parsing of Jan 1 depends on the parse of Oct 1, and because both of these depend on the fact that you're scheduling (in all likelihood) a future event, rather than describing a past event. So whatever date parser you use (no matter how good it is at handling different notations) will return garbage if it doesn't take all these into account.