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Some people have the custom to give Chanukah Gelt on the fifth night of Chanukah, because the fifth night can never fall out on Shabbat, which makes it a consistent night from year to year. It is also the night when the balance tips in favor of light: there are more lit candles than unlit ones on the Menorah.
The Lubavitcher Rebbe - who explained that Chanukah Gelt is a means to educate children, when utilized as an incentive to study Torah and an opportunity for children to give charity from their own money - encouraged parents to give their children Chanukah Gelt each night of Chanukah.2
See also Why do people give money gifts on Chanukah?
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