So, do I use a comma after "so" at the beginning of a sentence?

So, maybe I should go on the trip after all.

That is correct, but a comma is not alway necessary after the use of so in the beginning of a sentence. For example...

So what if I've never snow skied before?

Context is everything. Aim for clarity.

Well the comma after "So," because it is an introductory clause, is correct in my opinion.

However, I could be wrong.

And I think Buffy added words of wisdom when he said: "Context is everything. Aim for clarity."

That makes A LOT of sense.