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

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For less than 50 Soundcore are my first pick. The p20i is on sale for 19.99(Amazon), and they sound better than $20 earbuds should. For $30, you can get the p30i which also have ANC. I have well over a dozen earbuds, most in the premium segment, and these are the ones I choose for when I'm out mountain biking or other sports... I'd rather be out $20 than $400 (not that I paid that much for any of them, just what they retail for).
Cheap, the Anker Soundcore P20i (or 25i) I got for 20 bucks are actually pretty good. For the core function — providing wireless sound — they do the job. They even have an app with customizable EQ presets, voice assistant support, and good battery life. Of course, they lack ANC, LDAC, and other high-end features. But since Apple only uses the AAC codec anyway, I’d be overpaying for anything more. These will do the job for now until I get the AirPods.
Soundcore P20i. They're like $25 on Amazon and I picked them up on a whim because I needed a new pair of earbuds. They honestly have really good sound clarity and some great bass, so I really can't ask for more.
I have been using these for a while and had a lot of ppl have switched strictly for the savings and liked them as much or more than more notable brands Anker Soundcore P20i Now i'm no audiophile but for $20 these things are awesome in my opinion
I can't wear most buds either, they hurt or fall out, but mainly they hurt. I'm new to the earbud reddit, but I found a basic anker a30i are inexpensive ($20 on sale) and fit my ears the best of all the ones I've tried (which is alot). The anker p20 doesn't fit as well. I have apple airbuds pro 3 that fit fairly well as well, with the xs eartip. But they still hurt after a little while. The others I like are around the ear cuffs that don't actually go in the ear canal.
I think I bought these for about the same price if not a couple dollars less a few months ago and for 20ish bucks they're pretty decent Not much for noise cancelation but it's $24, what are you expecting?

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