Recycled from Small Stakes given 1/3 falls between both the Small and Mid Stakes thread stakes/lack of replies. Sorry if this isn't allowed, it's like my 5th post

$1/$3, Live, Button just went to the bathroom, so we're basically button.
Hero in CO (~$395, ~131bb): 9 8
Captain Spewy in SB (~$150, ~50bb), seen calling raises with T4o OOP during session, called a $150 shove with J6s.
Solidish Rec Player in BB (Covers Hero), have played some with him, seems pretty TAG but definitely has holes.

Folds to Hero, Hero raises to $10, SB & BB Call.

Flop: 9 8 5
Checks to Hero, Hero bets $25, SB Calls, BB raises to $75. Pot is $155.

Best way to continue? If we flat and a diamond comes do we totally give up? Do we raise now to charge combo draws and just shrug if BB has 55 or 67? My belief is, if we flat, SB likely calls with anything he called the first bet with. He hasn't been a fan of folding.

If you raise now aren't many of the combo draws charging you?

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Considering the vast majority of realistic combo draw combinations are gutshots+nut flush draw (or just gutshot+x flush draws), definitely not. We're ~58-41+chops vs those hands. Even T7dd and JTdd are stone flips.

Certainly, but we have to consider villians entire raising range here and that is largely comprised of either 60/40 or better (for him) combo draws or hands that have us drawing to 4 or less.

Does villian ever have TT+ here?

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I would guess his range is probably 55, 88-QQ, realistic combos, 98 also, 67. I also would say he is probably not ever doing this with air.

That just makes it seem like it's super 50/50 on what we do, but I also know his range is probably weighted more toward 55, 88-QQ, 98 and 67 than combos. But obviously we're not folding yet. If we just call, we likely let the sb continue with whatever bs he has also. If we call do we x/f a diamond or 4th straight card? Do we bet a brick if checked to? Do we call another (probably large) barrel on a brick?

I think if we're including overpairs in his range that would make me want to get it in. On such a wet board easy for those hands to put you on a draw and make a bad decision.

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shove
we have immediate value on the flop but if he hits a good card--or even a scare card--we put ourselves in bad positions. If a good card comes off, we may lose his action.

This is interesting because we want to keep the SB fish in the pot. Jamming would scare him off, while calling allows some scary turns to come.
I think trying to squeeze the extra $50 out of the SB is too greedy, the pot is already getting large and there are too many scary turns that either complete villain's draw or are scary enough to make you fold the best hand. I would just go all in right now.