
Apple
AirPod Pro Series
Apple-integrated, great ANC, but fit issues & poor Windows support.

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Small ears here. The only earbuds I've ever found that I can wear for hours and they won't fall out or hurt are the Raycon CLASSIC everyday earbuds (not the new ones, but the ones in the little pill case). Little pricier than $50 but my current pair have been through the wash and still work great. You just gotta remove the little mesh piece on the speaker bc (at least in my experience) those get clogged pretty quickly and the adhesive doesn't do well when you try to clean them. Personally, I've tried the soundcore a30i and they didn't match my ear shape nearly as well and were painful to wear after an hour or two. The battery life on those also doesn't hold a candle to the Raycons, but they are much cheaper
The best I’ve ever had personally, Raycon Everyday Buds, color: fire truck Red! https://rayconglobal.com/products/the-everyday-earbuds?variant=41161247817751
You mentioned!! They forgot to read! I haven’t tried mine on the deck yet, but they are an awesome sound, easy use & more inline with your budget on Amazon (tho I hate Bezos & his treatment of workers) as well on their website. I use “Everyday ears buds” by “Raycon” I paid $50 usd a couple years ago. Not much help though am I? Still above your budget I know
I've been using Raycon Everyday Classics. They sound fantastic, battery life is great and the outside noise cancelling stuff is really great too.
Just buy Raycon everyday earbuds for like $80 on Amazon, it's like half the price and they're amazing
I'm not a bot, raycons are cheap as hell and good quality
raycon everyday earbuds. They are discreet (no one can see them under my hair) and last over 8 hours. I've been using mine for over 2 years. The best!
I use raycon everyday earbuds about $65 great sound great battery life and active noise reduction

Apple
AirPod Pro Series
Apple-integrated, great ANC, but fit issues & poor Windows support.

OnePlus
Buds 4
Budget ANC king, but no wireless charging & windy transparency fails.

Beats (Apple)
Fit Pro
Workout secure, Apple-friendly, but wing-tips tear and case feels cheap.

Anker Soundcore
Sport X20
Value workout buds, secure fit, but connectivity can be iffy.

EarFun
Air Pro 4
Budget champ with great sound/ANC, but transparency has static.

Ranked #1
Apple - AirPod Pro Series

Ranked #1
Technics - EAH-AZ100

Ranked #1
Beats (Apple) - Fit Pro

Ranked #1
ISOtunes - PRO Aware 2.0

Ranked #1
Apple - AirPod Pro Series

Ranked #1
Shokz - OpenFit Series