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For me, Leon's is the most brutal. I was hit with a tough ball really hard and it hurt pretty bad. Leon had multiple balls, sped up by a machine, hit him without stopping. His execution comes to mind when people talk about the most brutal executions.
Celeste's is my second pick because burning alive is my worst fear. But getting hit by the truck would make the experience at least tolerable.
Junko's is bad too, though her enjoyment dropped it down to third or fourth place.
I'm not saying that the other executions aren't brutal. They are really painful to see.
Makoto: *falls from a very tall height and survives* Gh...
Everybody else: WHAT THE FUCK, HOW DID YOU NOT DIE?
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This man's luck is crazy, even if he didn't get crushed his ass should have been splattered on the floor. I saw someone post that it was a 40ft drop and that makes it so much worse.