Regarding giving CHanukah gelt – the proper day to give out the gelt is set for the 5th night of Chanukah (see Hayom Yom for the 28th of Kislev).
However, some write that the custom is to give it every night, just add a little more on the fifth night.
An important machshava about money vs. gifts.
A gift is a finished product. Money is not a finished product. One needs to do something with it for money to become useful.
Further, money becomes relevant based on its use, for good, or the opposite.