My main take on time skips in RPing is that there should be unanimous consent from all players before the skip is made. Within reason, it shouldn't be an issue to let someone get a post or two out for the sake of character development and such before jumping ahead. Shorter skips are ideal, IMO, as a standard operating procedure (a day-a week forward). Banking hard on a few big events spaced months apart from each other feels like rushing. But that also depends on how those events are playing out. I think that sometimes people neglect the value of little moments.