UTG is a 60+ guy in Hawaiian shirt who looks like he is playing to have a good time. I believe I played with him before and he plays fairly loose. He bought in max and is waiting for 5-10 NL. Only been at table for 10 mins so Hero has little image to him.

5-way Flop ($25) AsQs8s. Sb checks. Hero flops nut flush with Ks9s, and bets $15 (should've bet larger I think). UTG and UTG+1 call.

Turn ($70) AsQs8s3s Hero bets $40. UTG raises to $90. UTG+1 folds. Hero? UTG has $325 more.

I think his range is almost always JsRx here. What is the best way to get value? Re-raise turn or wait until river and lead or c/r? I feel like a bet/3bet turn may turn my As face-up.

I don't know about such a narrow range - I see whales doing this with two pair or a set often enough. And if you can open his range to include hands that are not drawing dead, then three betting here makes sense.

Additionally, if he does only have a J high flush (other than JTss or J9ss), then his raise is likely to be the last money he is putting in the pot either way. So I think that the potential of what you gain by three betting here outweighs what you potentially lose.

As for the raise sizing...$200 seems a bit small but anything more seems too much.

Flat.. Tank river for 5 mins then bet 200.. Lol ... Prob it getting too much more value against a thinking player

What was pre flop action?

I omitted because everyone limped.

A read on V is critical here.
If he's trying to rep an s or playing a low s, which is probably what's happening, he'll fold to a raise.
If he's playing Js he'll call a small raise.

As described, flat - but if a strt flush card comes be prepared to pay it off. He's more likely to call with a decent s on the river.

Based on my limited read of him, I'd say it's much more likely he is overplaying a high spade than he is making a move. He also has UTG+1 sitting behind him on the turn so it doesn't seem like a good spot to bluff. He could be raising small "to find out where he is at."

If you raise, it's likely he will fold. If you call and check, its likely he will check behind. If you check raise, you will probably get a 100 out of him. If you call and lead, he might call something small that looks blockish like 60.

So... do you want a 30% chance of winning another 100 bucks?
Or do you want a 20% chance of winning another 325?

Tank for about 40 seconds... Jam. You can actually rep a wider range of hands by doing this.

I am flatting this raise every time. Not sure what V is really doing here but we want to keep him bluffing if he is bluffing. I think raising here pretty much defines our hand as the nuts and only the nuts.

After flatting, what is your plan for the river?

I am betting small around 100. It looks like a blocker so he can call with worse. It also gives him the option of bluff shoving if he thinks this is weak.

This looks like a huge overplay with a spade. People tend to play more straight forward on monotone boards so I think he is rarely bluffing here. I would reraise small and then jam on the river.

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