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Hand 2: We 3bet and cbet, he shoves

UTG (UTG): $50
MP (MP): $50
CO (CO): $50
BTN (BTN): $50
SB (SB): $50
Hero (BB): $50

Pre-Flop: 9 9 dealt to Hero (SB)
3 folds, MP raises to $2, Hero raises to $6, MP calls.

Flop: ($12) K 6 T (2 Players)
Hero bets $10, MP raises to $44 and is All-In,

(34 for Hero to call into 66, pot odds 1.94:1, 65:34, need 34% to breakeven)

Net amount invested: $16 -$50
Net amount won: $?
Hand strength certainty: Average - Poor

Again, we play against a very wide range. He can have us crushed, or he can be making a move with any two, figuring that we are FOS. We need 34% equity to breakeven, but the point is, you are essentially paying your whole stack without ever really knowing what the hell you are up against. Remember this guys no maniac, but he can make moves. How do you know what he has? A very difficult decision, and a very expensive one - consider that if you fold here, you have invested $16 into a hand where you can still not be any surer that you were behind on the flop than you were preflop.

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You can be a lot surer that you are behind than you were preflop. How can you assume that his range for shoving over your bet on this flop = his range for calling your 3-bet pre?

Also, why do you have to bet this flop anyway?