Progression stuck because I suck

Major Act I spoilers ahead!

So I guess I’m stuck, but just in an incompetence way. In Act I still, can’t beat the Judge, and can’t for the life of me get anywhere in Sinner’s Road (seriously, just continually beaten down by those flying devils. You shouldn’t be allowed to fly and throw shit lol. Then I land in the maggot lake. Nasty af). So mainly still continually trying the Judge

Anything else I could do to help myself? I’ve tried the magma bell, polio pouch, fractured mask, pimpillo… hell even the lucky dice aren’t dicing. Haven’t tried the long pin, but I think it will be too slow. Same for any multibinder benefits. I could go back and pound my head against the moss mother duo, but I didn’t think the weavelight benefits would outweigh most other options

Of possible battle related things I’ve also got warding bell, druids eye, silkspeed anklets (but I think saving the silk for healing is better), threefold pin, traps, curveclaw, flea brew, plasmium phial, and weighted belt

Reapers crest is fully unlocked, it’s my usual. Hunters crest is upgraded and I have definitely given it its share of tries here (the other 2 don’t click for me, but if anyone can make a super solid case for them here I’ll give them a better go

Things I haven’t done are the Skull Tyrant (died a couple times, but haven’t really tried much since), the second skull ant fight, And the giant bug by the pilgrims rest door. I have yet to get the mask shards in the Weavenest Alta lava room or the Deep Docks, but I do already have 6 masks, and those would just put me at 2 shards (I don’t think there’s any more before citadel?)

I have thoroughly explored moss grotto, marrow, deep docks, far fields, greymoor, bellhart, shellwood, wormways, weavenest Alta, and blasted steps

So there’s my Silksong CV. Please help build my strategy aside from “git gud” because I’m too old and busy to take the time to develop faster video game reflexes in any sort of reasonable timeframe, but I’d really love to proceed