For sure, if the guy has one of the 7 Ushpizin names, you should absolutely be dating him on the day of his Ushpizin.
e.g. If the Guy is called Moshe, date him this Friday; or if Yosef, date him this Thursday; or if Yaakov, date him this Wednesday.
Needless to say, on Chanukah, if the guy has the name of a Shevet or a Nossi or the father of a Nossi, absolutely date him on the day of his Nossi’s Korbon.