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I love short stacks! They give away money and almost never put me to a really tough decision. Then again, I'm probably better at figuring out equity stuff on-the-fly than most NLHE players (who aren't used to showing down and raising with a thin edge) because of my LHE background.
Playing for stacks is probably -EV here, but it really depends on how often he's pulling this. Calling and pushing any blank flop might also be an option (too hard not to c/r if you hit your set.)
If it was tens I would push over the top of him all day.
For what it's worth, I've seriously considered if money deeper than 50bb is +EV for me.
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