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Maybe make the sail more prolific in the midst of all the other colorful funnery? nice pun, but make the pun more obvious i guess is what im trying to say.
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i think you should do it maybe with a pirate flag next to the sail, because of the whole "one man's trash is another man's treasure" thing. Also the "sail-ers" are trying to make money.
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the orange is a bit much (and this is coming from someone who loves orange). either go with the yellow, or use a slightly less bright shade of orange. i like it though!
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:::
D