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I mean, we already know that Rarity and Applejack run their own businesses, Pinkie Pie is the town's party planner and may also work for the cakes part time, Rainbow Dash manages the skies though now she seems to becoming a part of The Wondercolts (which I guess is their version of the airforce), Twilight is a princess and before that she must have been supported by Princess Celestia in order to carry on living in Ponyville, but how does Fluttershy earn her money? And I have seen her with money before (S:2 E:19 Putting Your Hoof Down). I know she looks after animals but I don't quite know if she gets paid for that.