That the prior genius plan failed isn't her fault. Chrysalis can only think in brilliance, so how is she supposed to anticipate what the moronic ponies might come up with? So now there's some kind of magical law called the Doctrine Of Signatures, which in this context means that if the Bearers have something from her, they can use it as a channel to ward her off? Well, two can play at that game. All she has to do is tap into her diminished minion reserves and send someone out to collect all of their signatures. And once she has the complete set to funnel her own magic through, it's vengeance time.
It's a brilliant plan.
So naturally, she's going to make it rely on an idiot.
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Cover image from FluttershyTheKind at DeviantArt