I've thought about this kind of thing a bit. I've seen that a lot of these guys will fold when played back at unless they are very strong. So the question becomes: If we put him all-in PF and they fold everything but their strong hands is it +EV if we steal their raises and lose to their big hands? (I don't have a good answer for that yet).
I think it boils down to just how short they are and what kind of raise we're talking about. We also need to be HU in order for this to play out, but if I'm on the button or CO I tend to play very aggressive against them and hope no one behind me has a hand. I wouldn't do it with ATC, but as wide a range as I would play I'll play here. The exception would be if the guy was one of the super tight variety, in which case I know I'm way behind.
Also, shorties don't seem to like getting played back at too much so if you do it a couple of times they'll likely leave.
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