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The thing about Jonathan Sims is that he isn’t at all stupid, in fact he’s quite the opposite.
Take the Coffin for example, the idea of using an anchor is a logical and honestly quite clever one, however, where this idea falls apart is that while Jon may be intelligent, that does not mean he has common sense, or any sense of self preservation for that matter, and so he goes straight to cutting off his finger, and then continuously trying to cut it off despite the fact his body’s healing factor is clearly winning here.
And then, to top that off, he immediately decides the next reasonable choice of an anchor is his own rib, and actively gets not one, but two of his ribs removed by the walking embodiment of body horror.
Jonathan Sims is not stupid, but he is stupidly impulsive and should not be trusted with any actual plan ever, because while his initial idea may be the most ingenious thing you’ve ever bloody heard, I promise you he is going to ruin it with the most unhinged, god-awful follow up known to man.