My wired Sennheisers are 10 years old. I've replaced the foam pads on them, which are still available from 1st and 3rd parties. I know someone who just replaced the pads on her Sennheisers which are 25 years old now.
I was basically called a luddite here the other day, because I thought firmware updating headphones is madness, but I stand by what I said. Wireless headphones are a solution to a manufactured problem, because Apple started removing the headphone port, and everyone copied them, as they always do. Now everyone is selling their own crappy AirPods.
Bought a pair of "true" wireless ones this time around which seems a lot more durable, but time will tell.
You can think that, but getting rid of wires is an improvement over nearly any situation other than sitting at a desk. And even then, I still sometimes slide away from the desk and yank on the cord.
Compatibility: Bluetooth isn't supported on all devices. And Bluetooth setup and pairing can still be a mess. Analog means round peg goes in round hole and it always works. Sound quality: Bluetooth, as far as I know, still doesn't transmit PCM, so audio is compressed, which may or may not be perceptible to you. Latency: Unavoidable, and may or may not be important to you. Longevity: Wireless means more complexity, and higher price and another battery I need to charge and that will only last N cycles before it dies. Stallman-ity: Wireless headphones run proprietry closed sourced code that you have no control over.
I am yet to see a TRS 3.5'' connector last me more than a decade. This includes the headphones connectors on expensive TV, and believe me, it is about as annoying to replace a headphone connector on a ~2010 "superglue manufactured" TV as it is to replace a battery on a 2010 "superglue" headset.
Wireless does not have this problem, and batteries I can change (I only buy headsets with replaceable batteries, even when they cost triple or quadruple of "superglue" products).
That said, wired USB-C doesn't have the problem either, and it's also uncompressed PCM to boot.
Which does not make wireless headphones a "solution to a manufactured problem". You're fine with wires, fine, but others don't have the same use case you do. Your list of drawbacks? There's your "manufactured problems", none of those things matter to me when I'm out for a run.
I'm currently saving up to buy some nice bluetooth headphones, probably either the Pixel Buds or Airpods. Absolutely 100% worth it over wired. A headphone jack wasn't even a consideration for me when I upgraded from my Pixel 1 to the Pixel 4, and I don't regret it.
I think you overestimate how quickly the battery will deteriorate. I have a pair of bluetooth headphones with a rechargable battery that have been working perfect for 4 years now.
I wear wireless headphones all the time when I am working in the yard, garage, garden, organizing my outdoors gear, cleaning my house, doing laundry, etc. I used to wear QC35s but they are hot (particular issue if you are mowing the yard) and top-heavy. I disliked the aesthetics of AirPods and the fashion-y aspect of wearing them in public, but when they gained noise cancellation, I bought some and now I use them all the time. Battery life sucks, but the overall experience has been excellent.
Prior to this, I had some $40 jbuds wireless earbuds and they were not bad, honestly. They were a little heavy and the sound quality was not great, but they were a great proof of concept that gave me the confidence to drop the money on the airpods pro. I still use the QC35s when I'm coding.