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I'd say log plenty more miles on that Rebel. And THEN get a 600 of your choice, if you're not confident to step into a race rep 600s, then go with the SV650S or YZR600R. Because, by then I wouldn't bother with 250/500, unless you happen to like how it fits you. If however, your 250 is in a critical need of medical attention or suffers at highways, then going with Ninja 250/500 would be the alternative.
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