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I find that it helps me to assume the following:

- whatever the topic at hand is, I haven't thought about it enough yet.

- my attempts at humor will not come across in text (without context).

- the person I'm corresponding with is smarter than I am.

- Despite my best efforts, I will be misunderstood.

One of the best quotes I've seen on this topic is from Mark Dominus: "Advice to people wishing to become smarter: Get in the habit of assuming that everything is more complex than you imagine."

I think this probably applies to humor as well.

[edit: formatting]



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