I'll try this using Phillys original range on villain since I believe that w/100% cbet we need to assume that villains range hasn't changed postflop.My reasoning is that out of 13 or 14 hands he's gotta be firing on air some of the time.Please correct me if I'm wrong.

Flop-

356,400 games 0.005 secs 71,280,000 games/sec
Board: 8s 5d 5s
Dead:
equity win tie pots won pots tied
Hand 0: 55.064% 54.27% 00.80% 193413 2835.00 { JJ }
Hand 1: 44.936% 44.14% 00.80% 157317 2835.00 { 77+, AQs+, AKo }

So yeah,raise.

Turn-

15,048 games 0.005 secs 3,009,600 games/sec
Board: 8s 5d 5s 9c
Dead:
equity win tie pots won pots tied
Hand 0: 51.595% 50.72% 00.88% 7632 132.00 { JJ }
Hand 1: 48.405% 47.53% 00.88% 7152 132.00 { 77+, AQs+, AKo }

We only need 27% equity here so w/51% I still think we shove.Again,please correct me if I'm wrong.

River-

The K changes things quite a bit but I don't think we should be here in the first place so as played...

300 games 0.005 secs 60,000 games/sec
Board: 8s 5d 5s 9c Kc
Dead:
equity win tie pots won pots tied
Hand 0: 33.000% 32.00% 01.00% 96 3.00 { JJ }
Hand 1: 67.000% 66.00% 01.00% 198 3.00 { 77+, AQs+, AKo }

If we only need 32% equity then we call.

I'll try the second hand later.