Maybe. One possibility would be to have the duplicate events view have a “shift (months)” control, the default value of which would be a new setting. Is this about what you’re looking for?
I’ve added add n months shift support · Issue #19 · louking/discourse-event-duplicator · GitHub to track this. I have some other work on my plate, so I’m not sure what the priority will be. On the surface, though, it seems like it’d be a pretty quick mod.
This part I’m less interested in doing, frankly. If the events were in a series (i.e., tagged a certain way) the plugin would have to remember which was the last in the tagged events, notice if a new event was tagged at the end of the series, etc. I expect the needs for this notification would be diverse and I don’t think I could cover all possibilities.