[dinopoker]

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Flop: 3[img]/images/graemlins/spade.gif[/img] 2[img]/images/graemlins/spade.gif[/img] 2[img]/images/graemlins/diamond.gif[/img] ($8.5, 2 players)
Hero checks, <font color="#cc0000">Button bets $6</font>, <font color="#cc0000">Hero raises to $17</font>, Button calls.

On this board I figure I should be ahead often enough that a c/r will be profitable. Bad idea?

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Yes I think it was a bad idea, the dbitel rule of check-raising:

“By default, never C/R, only C/R if you have a very good reason to do so”

I really like this rule, and in the situation you described you don't have enough of a reason to C/R. A significant proportion of the time the villian will have an overpair and will always call. If you wanted to take a stab at the pot here you'd be better off leading the betting IMHO, as the risk is lower.

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I agree with this 100%. However, now that you've gotten yourself into this situation you have only two options - raise all-in or fold. No other move is worth a nickel. Personally, I prefer the former:

Your c/r has indicated you have a piece of the flop. The A on the turn has now convinced him that he has you beat. I think a high percentage of the time he's either going to fold or call and showdown a worse A than yours. He may have AK or AA but the latter is highly unlikely (why would he not smooth call and try and bust you on the river?), and he may even have two pair here, but I think most of the time you've got the best hand.

But, you should not be in this situation. Re-raise PF or c/f the flop.