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HighzaKite said..
whatever you do don't pay too much for one as no-one seems to want to buy them.
secondly unless you're willing to put hours in learning you won't get much joy they are pain to go upwind, weigh too much, have too much rocker so you need a bigger kite etc. etc.
cue sir Rowdy meister
Wakeskates are forever, you don't sell them

. (they also cost hardly anything so why would you?).
The problem most people have is that they expect it to be a surfboard... wakeskates aren't surfboards, they are a small twin-tips, so as such you need to take the right size kite and ride it in conditions you would ride a normal twin tip.
Wakeskates aren't a light wind board, wakeskates aren't a skimboard. If you take the right size kite a wakeskate is no harder to ride up-wind than a twin-tip without straps. I never have trouble going up-wind if I have the right size kite.
Many people are lead to believe that they should ride a wakeskate to mess around when they can't ride properly on a twin-tip... this just isn't right.
Any wakeskate is usable pretty much, even better if it's not under 41inch and doesn't have too heavy of a rocker line. Almost anything will ride fine given you are using the correct size kite. Kite size is really a subjective thing... what's it matter if you need to use a kite size or two bigger than a surfboard? In my opinion that's all the better as I don't have to worry about some twitchy small kite messing up my tricks. Wakeskating is about keeping the kite static for the most part so the slower turning the kite the better.