Double gut out of position, high stakes no limit

Leading allows you to continue to show strength, but puts you in an awkward position when you’re raised, as I think you will be quite often in this spot. If you make it 6 and your opponent bumps it to 16, you don’t have enough behind to make them fold most draws with your re-raise.

Check-raising puts your opponent in a similar spot with their mediocre pairs and draws.

Check-calling is probably the worst option, as your draw isn’t that strong and you’re playing out of position with a shallow stack relative to pot.

Check-folding is pretty weak.

Seems like the check-raise is your best bet here, but the problem is that when the money goes in, you’re likely to be drawing to less than 8 outs or your opponent will have a redraw. No great option in this spot.

What actually happened: You checked and the button bet 7k. You check-raised to 19k and the button shoved. You called the rest and failed to improve against the button’s set of eights.

Id lead.

Ive got a decent draw but its still a draw, so id give myself the chance to win the pot now uncontested.

If I get raised then ive commited a smaller ammount than a check-raise. If he jams over the check-raise ill have to call but I can re-evaluate after a large raise over a lead bet.

I’m in the minority, but I’d look for a free card and fold to any bet. My true-outs are limited with this board and I could end-up losing money here. This is a dangerous situation, unfortunately evidenced in the actual hand.

I have to say, as weak as it is, Im going for the check call here (as long as the bet is 2/3 pot or less). Im not feeling great about this hand, but there are 11 cards out there that could get me interested in a hurry, Id like to give them a chance to show up for as cheap as possible. Also, maybe calling the flop bet will slow him down if he was just taking a stab with a bluff or weak hand and is worried about a trap.

Lead and fold to raise. Do not bet turn or call a turn bet unless you make your hand.

Check raise is terrible here. Let’s look at his range and what villain will do (I’d peg his range based on the preflop call as 77+, JTs+)with a check raise (assuming villain raises):

AA, KK, AQ, QQ, JJ, QJ, 88: shove and I’m dominated
AK, KQ, AJ: Call and I’m dominated.
AT, QT, JT, 77: Likely Fold
TT, 99, KT: Hard to tell. People get a bit married to middle pocket pairs and KT is a decent draw.

I just don’t know enough about his hand to commit the amount of chips required for a check raise and I don’t think I’m going to get enough info to narrow his range much regardless of his actions if I simply check. A lead is okay, but a weak lead and I’m getting called by mediocre hands that are ahead (might be able to capture pot after turn) and a large lead exposes too many chips to hands that have me crushed. Here, I prefer a check/call, but only if the bet is 1/2 pot or less. Check fold is fine here and not a weak play. It’s okay to fold weak draws when you are probably behind. I’ve already sent the message that I’m going to protect my blinds.

I’d lead. If he has nothin, he might fold, which isn’t a bad thing with a double gutter as you wouldn’t get paid if you hit anyways.

With regards to stack size, the problem is that you need to feed his appetite for action so he just smooth calls rather than raising for fear of inducing you to fold and stymie his payday.
I’d bet about 5.8k here.

If he has something, he’ll probably call under the assumption that you’re on tilt and will bet the turn with nothing and he’ll make money on that call too, and then decide how he feels about the river board whether he’ll call or raise if you haven’t shoved in by then.