Disclaimer: I spend way too much on gadgets that I spend way too little time using.
First time I splurged on headphones - Sennheiser Momentum. Look awesome, but that stupid bloody slide design never kept the ear cups where I needed them (I didn't use the case). Spent most of my time using Ear / Air Pods.
Second Time - Bit the bullet. Bose Quiet comfort. Loved them until they died (Not using the case ruined the cushions. bought two replacements; my bad) Actually used my Air Pods - they're so convenient.
Third time - JBHi-Fi, great price on the fancy Sony (Bose competitor)... but damn, those new Bose 700s are SEXY ! (didn't use case, gave to wife... she uses old ear pods with lightning connector)
Fourth time - New Bose Noise Cancelling 700s - yeah baby ! (no case, I use air pods pro) Still peeves me that they connect to my phone unbidden when I move my bag.
Lessons learnt - I don't care about the case. My ears can NOT tell the difference between devices. I LOVE the features of the what's-it-called, H1 chip.
Switch seamlessly between devices, yes please; spatial audio, yes please; ear-muff-things that breathe in 30c + weather, yes please; easy to swap muffs, yes please; non-bulky case, yes please. Satisfy the itch that keeps me buying new phone cases and watch bands, yes please !
I still have, Ear Pods, Air Pods, Air Pods Pro, the Sony what's-its, the Sennheiser somewhere and the oh-so-sexy Bose 700s.
Am I going to buy the Air Pods Max ? Yes please !
(anybody want to buy some slightly used earphones ? !)
PS. I am VERY interested in the call quality when using the new ones - comments pease !