1/2 NL, 9 handed, three hours into session. Hero is TAG and villain knows it, and villain is loose passive. Effective stack is $220.

OTTH

Villain UTG limps, tight passive UTG +1 limps, and hero in CO raises to $15 with 9 9 and TAG OTB calls, along with both limpers.

Flop ($63): 9 4 2. Villain leads for $15, UTG +1 folds, hero raises to $100 and only villain calls.

Turn ($263): 4. Villain checks. Is there any merit to not jamming and checking to give him the opportunity to bluff the river, or jam if he hits his flush - if he's drawing? This is a bad turn carc for getting action.

That's not a bad turn card at all. Its a great turn card. Hes basically drawing as close to dead as you can get. He's only got $105 left. I cant imagine what hand he could have and call your raise to $100 and then fold now.

Bad turn card for action. We obviously have the nuts.

He only has ~$100 behind in a ~$260 post. You could check in position for deception. I probably would just jam it though in case he's on a draw and will x/f the river if he misses. You said loose passive and they tend to make mistakes by calling too much so I would tailor my action to the villain.

You should be asking about the flop play, because I hate hate hate the raise sizing. You raise to $100 with $78 in the pot - what in the world do you think anyone can call with? Why blast people off hands, including Villain who knows you're TAG? Hard for anyone to have 9x, certainly can't have top pair with a diamond draw, no suited connectors with straight draws, seems unlikely anyone is going to have JJ or better, etc. any AK/AQ etc will just give up except specifically diamonds, etc. It's hard for you to have a draw (see above), so unless villain thinks you're randomly bluffing, there aren't many hands he's going to call with.

As played, you got lucky and villain apparently had one of the few hands anyone could call with, but the turn is kinda irrelevant. Just ship it; if he happened to have a hand that could call the flop raise despite the horrible odds I can't see how he can fold for $100 more in a $363 pot.

Flop raise seems way too large to me. As played , put the rest in OTT. I don't see what made hands V will fold on this turn after calling such a large flop raise, and if Vs on a draw you don't want him to brick the river for free and fold river for his last hundred or so.

just snap shove turn.

flop probably go a little smaller

Smaller flop, jam turn

The turn is not bad card for action. What did you want? A diamond? A big overcard that would scare him? The turn card is the perfect card.

PS...you dont have the nuts.

Obviously 44 is the nuts - you're being annoying now

To everyone saying flop is too big, what would you be raising to? $100 is less than a pot sized raise.

Flop raise is fine. $75 is fine also.