I think Secret Santa is a great idea in principle. It’s also much easier to organize than an Advent calendar, if only because it works with fewer than 24 people.
There are a few things to keep in mind, though, to make sure it goes smoothly.
The following has proven effective in the Secret Santa events I’ve participated in so far:
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There needs to be an organizer who collects the participants’ addresses via private message, draws names however they choose, and then sends each recipient’s address to their respective Secret Santa via private message as well.
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There must be clear rules regarding the latest date by which Secret Santa packages must be mailed and when they may be opened. Additionally, sufficient preparation time must be allowed.
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A reasonable framework must be defined regarding what and how much can go into the package. Example: In the soap-making forums I frequent, Secret Santa packages always include a card, a bar of soap, a small gift worth about 10€, and a little something to snack on—essentially four items. As I said, this is just an example, but we’d need to clarify how this should work here.
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Since very few of us here probably know each other personally, we’d need “Secret Santa profiles” that would have to be posted somewhere here. For example: Trying to make me happy with an itchy wool hat in pink or piglet pink would be doomed to failure. I can only tolerate wool to a limited extent, I don’t wear hats, and I have an aversion to pink and hot pink... ;-)
Perhaps someone from the moderation team should also weigh in on whether such activities are even welcome here?