5/10 game. Fish limps Utg old nittier player calls. I make it $50 with AKo in mp player behind me calls sb callsboth limpers call.
Pot $260- flop AJ4r
Sb leads for $100 (sb is the mark at the table playing a lot of hands over betting pots, just very fishy. Although I have no grasp of his donking range. Hes done it at a pretty high frequency but haven't seen one hand yet. I started the hand with about $2k he covers) limper 1 folds .Older reg calls (he's a huge nit that never slow plays anything so once he just calls pretty sure he's capped at AQ maybe AK)...
Hero raise or call?

$350

Only reason to raise is to extract money from someone who will call with a lot less. They have few outs if you're ahead. Is your image or sb's play such that you can felt with AK happily as the flop raiser? Will sb and nit auto shut down / fold on turn such that raising flop has higher equity? Doesn't sound like either is true here, but you'd be the best judge.

Raise 325

Raise, 360

Agreed.

Raising would be recommended since the fish wont fold worse and i doubt anyone he is 3 betting without better.

I think the more appropriate Q is should it be raise or fold. What is our plan for the turn? We seem to be in a WA/WB spot here and now that the nitty guy called the $100, not sure I really like our hand all that much anymore. I mean I know you say he never slowplays but are we really going to call down 2 more streets and hope 1 pair wins?

These are the spots I hate most...fish leading, really nitty guy flatting when I have a marginal.

I guess I raise to $325/fold to 3b on flop and hope the get to SD cheaply after but I don't like it.

Because we are usually in a way ahead or way behind spot on this board, why do you guys want to raise/fold here? It may fold out worse(besides the mark, and get called by better right?)

The sb fish may keep barreling his AT or w/e he has.

@shorn if you want to get to a showdown cheap, why do you suggest r/f?

Thanks

What about his flop bet sizing? I ended up raising flop to $300 and it went fold-fold. I normally agree with you but since flop bet was so small a raise just felt right.

Because flatting seems really weak on that board and r/f seems like it may be the cheapest way for us to figure out if we are way behind. If we flat, the pot is $560 and there is probably only a very small chance that we will get to the river for less than $225 (the amount I suggested raising). I would rather run the risk of folding out AQ or AT on the flop (since we likely won't get much more out of them anyway unless they hit) so that we don't have to call two more big barrels from AJ+ only to find out our hand is no good.

I admit this is a weird spot and I think it is close. But I would rather find out now where we stand and save $$ the times when we are behind.

Also, is this really a WA/WB situation? There's a 3rd player in the pot meaning were likely dodging 6-9 cards on the turn.

As played, Hero needs to fold. You made a lot of errors here:

1) You should have limped with AK offsuit after the nit calls
2) If you do raise preflop, try a smaller raise size.

As played, it is likely that SB's donking range is {A9, A10, AJ, A4, J4, AA, JJ: pretty much everything that beats you except 44 is not in his donking range}
The only hands you feasibly beat are A9 and A10. It's a fairly simple fold IMO

I hope this is a level.

^and if it is it's a D+ at best