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macattaka said..
I guess patience is the key but it seems a challenge to find decent used gear locally here in SA. Is it worth getting gear couriered from interstate ie: cost, damage?
I'd definitely recommend looking at sourcing gear interstate unless you're willing to wait forever to find what you need.
Most people seem to use e-go to ship windsurfing gear. If you do depot to depot shipping the cost of shipping a sail interstate is pretty cheap (like $20). A board will be more expensive of course but still worth it if you're looking at near new boards that cost you less than half of the price of a new board. I haven't had any issues personally so far with damaged gear (touch wood).
Patience is definitely key in waiting for the right used gear. It's good if you already have a rig you can use to get out on the water while you wait to slowly built up your quiver. Much to my wife's dismay i'm definitely finding buying used gear a bit of an addiction, it just never seems to end but I always tell myself just one more thing and I'm done, but then it doesn't.