Yeah, one-to-one is very different from groups, very different from kids.
I was rather passive in getting my first aid -- I was 13, tho. The audiologist just suggested one and we said "OK." I got a new one in college, I think, but by that time knew the audiologist well and trusted her judgement. The process was something like: ENT doc (Ear, Nose and Throat), who had a resident audiologist, who tested my hearing, who thought hearing aids would help. Then tried out a specific aid for a while -- I think both times I tested 3, and chose the one that worked best.
The aid was paid for back then, by Department of Rehabilitation. Now it would be pretty much out of pocket, and prices are soaring. I have a friend who worked for EToys at the beginning, when stock was worth big bucks, and he sold some of his stock (employees all had stock options) and bought a digital aid outright, cash, and raved about it. The research seems somewhat ambiguous about digital vs. analog, though, whether digital is really that much better.
Insurance doesn't cover hearing aids here, though it covers cochlear implants. Rant for another thread.
My hearing loss now is just down in the gutter all the way through -- I think 120 db for highest tones, to 90-100 for low tones. I do not perceive any useful sound in my everyday life -- it's all lipreading. As to HOW I lipread --
-- hard to say. It's not a very rational process. There are certain rules, though, that for example adults are more likely to say expected things in expected sequences than children. i.e., ask an adult, "How are you?" and they are likely to say "I'm fine, and you?" It's very likely that a child will say, "I'm a baby monkey and I live in a tree and I eat coconuts and I pick bugs and I go ooh ooh ooh!" (My child, anyway...
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You are indeed in a difficult field for hearing loss. But it sounds like hearing aids will really help you.