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The first hand you described with the TT is unlucky, but I'm not surprised he called your shove. The pot would've been ~18K and another 3K to him to call - I would've called in that spot with 72o with odds of 9-1. Not that I'm saying you shouldn't have shoved (you definitely should), but that you would have to expect a call and be prepared for the (inevitable) suckout. And that he didn't play it that badly - he thought he could take it off you with a raise, it didn't work, but then he had great odds for his hand (considering he only needed just ~3-1).
I like Fimanoids strategy of loosening up early on to get a big stack so you can suffer the suckouts later on. I do the opposite, but for the same reason. I play very tight aggressive in the early stages, pushing over raises with my premium hands. Playing in low limit SNGs, I'll normally get a call from a guy who thinks his AJo is good against my AKs, and that sets me up nicely.
Of course sometimes you go out, but hey, that's poker right?
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