We're playing 5/5 with a mandatory straddle UTG. In this hand I was having tough decisions on all three streets.

V1 (1100, the effective stack here) Unknown 40s Chinese guy, who seems aggressive post-flop, because I've already seen him raise a couple of times, but that's basically all I know. Somewhere in the back of my mind I thought he just might be a crazy gambler, but that was just a hunch. So far he was limping a lot though, so his range for sure is wide.

V2 (1000) 50s business man. Not a huge fish, but he does play too many hands and is a bit too passive in general. Although he does bet a fair amount when checked to, I often see him merely flat with big combodraws and just give up when he misses. You won't see any tricky or creative stuff. Pretty easy to play against.

OTTH

7 or 8 handed, V1 and V2 limp in MP, I complete J8 from the BB and the straddle (not the kind of guy who will raise here often) checks his option.

4way to the flop (45)
J65

I bet 25 and immediately hate this. This is probably a check, right?
Straddle folds, V1 raises to 70, V2 calls.
I am considering my options and decide to call.

3way to the turn (255)
J65 Q

I check, V1 bets 300, V2 thinks about it and calls.
At this point I'm pretty much completely lost and I'm seriously considering all three options including folding. Eventually I decide to call.

3way to the river (1155)
J65 Q 3

I check, V1 shoves for ~700, V2 folds.
I go into the tank and...

I would appreciate any and all input about each street here. I definitely don't think the river decision is the most interesting part about this hand; flop and turn could be handled much differently as well. This could very well be a case of one mistake leading to the next, starting with my flop bet. If I just check, I might be able to easily check/call two streets and check/evaluate the river, provided of course V1 starts betting and V2 again only calls. I'm also very interested in opinions on the turn as played.

Check flop.
Fold turn.

As played, fold river.

Flop - I think the raise looks pretty strong given the configuration. Hero lead into 3 field opponents, V1 raises with someone behind and re-opening action to a strong Hero line. C/C.

Turn - If V1 raised with a draw, he might check given the passive V2 behind. QdXd gets there also and ofc V2 calls. I'd let it go given the V1 line.

So the reason we don't lead flop here is because a J65 tt board is pretty neutral for everyone's limping range. We should only lead flops where we have an equity advantage.

This is why it helps to study donk leading ranges (also your own preflop ranges so you get an idea of which flops are better for you and vice versa).

As played- fold to the turn overbet.

Yeah, checking that flop is hot. After we erroneously bet it, get raised and cold called in between, calling is our only option. I'd let this go on the turn. The odds of all our diamond outs being clean aren't great. Even tripping up or catching an 8 won't really put us in a great spot against the ranges these guys are repping. I mean; limped pot; lots of action post flop multi-way with an overbet from EP and a call in the middle OTT... seems indicative of real monsters. Even if V1 who's leading huge OOP is a manical gambler, (we don't yet have solid evidence for it, but a hunch), the passive business man calling in the middle is repping something huge. The river is an easy snap fold for sure.