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I’d argue certain points, but unless any of us suddenly has the ability to read the minds of cartoon villains, this is 90% interpretation.
He was pretty smart actually. Sombra was smart too.
Chrysalis fucked up the first time by turning her back on an alicorn, out of arrogance, second time was more forgivable, third time, she gets credit to her intelligence for having awareness that she couldn’t take on the Mane Six alone.
For that matter, the Dazzlings did have a chance.
Edited
there canon fodder that’s his plan, he don’t give a rats ass about them he’s just using them to get his bell