Ok, I think I mis-played this one a bit:

Love 2/5/10 5 handed, 2k effective.

CO raises to $30, I can BTN with black 99, straddle calls. ($95)

AsTd9h x/CO bets $95/I raise to $270. Str folds, CO calls. ($635)

6c (full rainbow) x/I bet 345, small tank call. ($1325)

Jc CO checks. H?

He's been playing pretty straight forward for the 2 hours I've seen. Been running fairly well and not shown down any bluffs. Mostly plays tight but certainly capable.

We have roughly 1 PSB left.

More on the turn makes river an easier shove, which I think is good anyway

Running into 87 would suck, but KQ shouldn't have stuck around and I'd think we'd have heard from bigger sets earlier

Yeah, I definitely don't like my turn sizing.

Easy 3 bet pf.

As played call is better 3 ways in last position. Gives a chance for Straddle to do something stupid or at least call w/ hands like J9. You totally shut him out on a pretty good board here w/ the raise.

River is clear value bet, but question is best sizing. I feel like PSB he will fold often enough where 1/2 pot seems better and I think puts him in a tougher spot. But idk could go either way since he called your flop raise. His hand looks a lot like AK/AQ.

I'm going to stick it in OTR.

TL;DR pre good, flop good, turn too small, river jam as played

Preflop mixing call and 3bet at 50/50 freq is good. Saying one option is better than the other would have to depend solely on the players left to act behind you and/or the open raiser.

Flop is weird because he's not really supposed to be potting it here so we're already far as **** from where we "should" be in this hand. I'd go for a raise and follow my live poker mantra of let other people make mistakes.

Betting bigger on the turn is good but not because it sets up stack sizes on the river better; setting up river stack sizes isn't really a thing. We want to bet bigger on the turn because we are super polar repping minimum 2 pair so our "value" that wants to bet on the turn, wants to do so for a larger size. I think anywhere from 66%-80% on the turn is good. Also in a practical sense I imagine his calling range vs 50% and 80% to be very similar and inelastic. However if we went any bigger I think we might see some more folds with AK, QJ, T9 type hands.

On the river, for your combo, the Jc is a complete brick because he's never supposed to have JJ, KQ, Q8 in this line, however yea it does make it a lot harder to get paid by AT T9 A9 and now 99 is no longer near the top of your value range. We lose to AA (which I don't think ever pots the flop), TT (which I think again might not pot size the flop, but ok it might), and 78s (which he absolutely could have maybe all 4 combos) but can potentially get heroed by all kinds of ****. This spot looks close if we assume opponent to be competent but I'd jam in game as he started the hand with a pot sized bet on the flop, again following my live poker mantra of letting other people make mistakes.

This deep, 5-handed, I like a 3B pre with BTN vs. CO.

Our hand will usually see a lot overs on the flop. If called, our Cbet might also have fold equity on flop textures that hit our 3B range.

As played, I'd go ~40-45% PSB targeting AQ+.

Shove is good if you have an aggro image. If you don’t you might wanna go half pot