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Default Where did I go wrong?

I cooked what looked like a nice flank steak tonight on my gas grill. It cost me
around $17 so I'm assuming it was a decent piece of meat. I marinated it for a
few hours in red wine with garlic, pepper, sugar, worcestershire sauce and
dijon mustard. While it looked nice after I sliced it, when we went to eat it,
shoe leather would have been more tender. What could have gone wrong to ruin
such a nice piece of meat? I don't want to make the same mistake again. Thanks.
 
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