He was pretty tight at start to I was stealing 100% his blinds was being aggro barreling and all that on the table and it seemed like a really good spot for him to get pissed and he seemed to start playing back quite a bit. Still too light? I mean he did call me with K8o pre when his fold to steal is some 80%

wouldn't sweat it

There are so few hands that will call that you beat, but many that has you beat. You are pretty much turning your hand into a bluff/going for light-value
in a spot where he very seldom will call lighter. I would just ch-f river and not worry about him turning weaker hands into bluffs, pretty much ever.

Board: 2s7c8h5h5s
Equity Win Tie
MP2 55.06% 53.93% 1.12% { Js8s }
MP3 44.94% 43.82% 1.12% { TT-22, A8s, A2s, K8s-K7s, K2s, Q8s, J8s, T8s-T7s, 97s+, 85s+, 76s, 65s, 54s, A8o, 98o }

something like this I expect?

Board: 2s 7c 8h 5h 5s
Dead:

equity win tie pots won pots tied
Hand 0: 51.128% 48.87% 02.26% 65 3.00 { TT-55, 22, A8s, Ah7h, Ah2h, K8s, Kh7h, Q8s, Qh7h, JhTh, Jh9h, J8s, Jh7h, T8s+, Th7h, Th6h, 98s, 9h7h, 96s, 85s+, 75s+, 65s, A8o, K8o, Q8o, J8o, T8o+, 98o, 87o, 76o, 65o }
Hand 1: 48.872% 46.62% 02.26% 62 3.00 { Js8s }

I think, not so sure about the lower off suit connectors. Might be missing some hands, there are so many and i'm tired.

he probably floats some suited + two overs, so he will have more fd's and not sure if he 3bets TT, 99 or not here and if he even flats JJ.

Why are we considering fds on the river? I don't expect a bluff raise from him so we are only talking about his calling range (you got JhTh in there) ;o

And I didn't think he will flat with K8 J8o Q8o before the hand but he might some of the time I usually expect people to have a ton of sooted hands when they want to play back not offsuit junk but at micros they will just click call some of thetime with offsooted junk anyway. I think it will always be around 50% against his calling range approximately +- 5-10% each way isn't it better to bet there in the grand scheme of things and check fold hands like 68s and weaker?

I was thinking about his river range =D, I edited his range cause I missed too many hands, didn't hardly change the %-age though.
I don't think you'll be 50% vs. his calling range. I'll stove what I think his calling range is, I'm starting to feel like maybe he has more missed draws
than I expected which he might turn into bluffs, so ch-f might not be so good. This is a pretty shitty spot and I'm starting to consider if an overbet would be best.

Board: 2s 7c 8h 5h 5s
Dead:

equity win tie pots won pots tied
Hand 0: 78.161% 74.71% 03.45% 65 3.00 { TT-77, 55, 22, A8s, K8s, Q8s, J8s, T8s, 98s, 96s, 87s, 85s, 75s, 65s, A8o, K8o, Q8o, J8o, T8o, 98o, 87o, 65o }
Hand 1: 21.839% 18.39% 03.45% 16 3.00 { Js8s }

I would expect him to call with something like that, his calling range might be tighter. People don't tend to fold tp bvb though.

If we bet something like $22, I Think he'll fold. ugh fuck that, too many combinations. He should fold more than 55%

its fine, this is what happens when you are pushing for light value that you get called by better quite a bit, but you gotta see the bigger picture. he called you with an 8x, no reason to think he calls K8 and folds with 89 for example or 76.

We are about 50% vs. his river range, I'm not sure if I like betting a normal size. if we ch-f I think we'll win the pot 40-45%.
which makes our value in the pot about $8. we are losing about $1.5 everytime we ch-f river.

If we overbet, we are technically only trying to win the other $11.75 in the pot. If we overbet $22 we will make a profit if we make him
fold 65%+ of time. Which clearly should be the case.

it's much harder to say if betting a normal size would be profitable, maybe he will call down way too light etc giving us profit from worse hands etc.