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Hero (B - covers) - calls with 87
I agree with the call. I think the main reason to call is to look for value when you hit some sort of nut hand (two pair or better against these opponents). Suppose you want 25:1 implied odds for this. You'd need to expect to win $300 when you hit.
1. You're against two opponents.
2. Each has stacks more than $300.
3. UTG is strong because he's opening UTG and since this is $1/3, he'll probably get a ton of money in with top pair and overpairs. EP is fishy and splashy, so I think you can expect to extract a lot of value from him too.
4. You have position, making it easier for you to extract value.
As for raising, 87s isn't strong enough to raise for value, even if the Villains have wide ranges. Even if it was "strong enough", raising decreases the SPR, giving you less implied odds. Plus, these opponents aren't the type that you can extract value from by bluffing. So 87s just isn't the type of hand that makes sense to be raising for value if you don't expect to win money by bluffing when you miss. Similarly, raising as a bluff wouldn't make sense either (they're not folding pre, or post when you miss).
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FLOP ($35): 898
OMC bets $20
Villain calls relatively quickly
I think there's a lot of value to be had here by reraising. OMC looks like he has some sort of overpair that he wouldn't want to fold. Villain looks like he has some sort of draw. The board is very draw heavy, which means that from their perspectives, you could be raising with a draw, making it more likely that they'll call you.
As for raise size, I'd keep it around 3/4 pot. I think both opponents would call up to a pot sized reraise, possibly more, but the main reason I wouldn't want to do that is because I think it'd make it harder to get value on later streets, mainly the river when you blast it early.
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Villian thinks for maybe 10-15 seconds and jams it all in there
Hero?
One relevant question is what hands he could have that have you beat. 99 is one. A8s is another. Probably K8. Maybe Q8s. Maybe J8s. T8, 98. So there are some, but not very many combos.
Another relevant question is whether there are any second best hands he would be doing this with for value. Possibly 86s. Maybe some straight flush draws or small overpairs, but probably not.
I think the most important questions is how big his bluffing range is here. The pot odds look like they're about 3:2, so you need about 40% equity to justify calling.
Given your opponents style, I actually would expect him to raise right away with his bluffs. He initially flat called OMC's lead. He only raised after you reraised. Calling and then reraising as a bluff would be a pretty weird play. Not impossible, but I think it needs to be discounted a fair amount.
My impression is that he just doesn't have enough bluffs in his range here to justify the call. If he truly is a wild maniac, then I suppose you do have to call, but I don't think the evidence is there to assume that.