Shokz aren’t quite over the ear in the sense that you are thinking as they are bone conduction. But they are definitely put on and forget. I don’t know about buy it for life but they apparently have great customer service. I’ve had mine for about 4 years now I think and I love them. My friend had his for quite a few years and then something went wrong with the audio quality so he called up the company and they just sent him a new pair with zero hassle. He’s now definitely a customer for life. I think you would probably need to buy new for that kind of customer service though.
Buy it for Life
A place to share practical, durable and quality made products that are made to last, with an emphasis on upcycled and sustainable products!
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BIFL and Bluetooth are typically an impossible combo because Bluetooth means more batteries and electronics to break/be unreplaceable. Maybe modular systems will come in the future but they'd need to use a completely generic set of batteries.
My best suggestion, based on what you describe as your problem with wired headphones, is to get headphones with a removable cable, as those cables are generally pretty standard. I know sennheiser had a lock in mechanism but you can get third party cables. Also, I was able to take that out of my HD599s and use the headphones with a Bose cable.