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Quite a lot of different ways! Levelling down too much, trading more than you have with traders, losing too much intelligence, etc.

So what's the dream ending I've heard about? Also, does each trader have a different ending?

I'll probably make a post about it, detailing how each ending can be gotten
The dream one is getting a lot of different effects and each trader (except for Mightyena) does have an ending tied to them