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After years with Samsung I jumped ship a year ago and got the Xperia 1 IV. Been pretty happy with it since. Feel pretty good in hand and has both SD card and headphone jack, camera is half decent though it does take some getting used to.
I have a set of 18 year old Shure SE530 headphones that I still use. I simply bought an external bluetooth adapter for them. I would challenge anyone to do a double blind test with them bluetooth vs. hardwired.
Nokia XR21. Waterproof, drop proof, 4 years of updates, programmable physical buttons.
I have its predecessor and it is a fabulous device.
What is showing its age on your v60? I still use, and recommend, a Samsung Note 10 Lite. It has a headphone jack and that terrific stylus built in. It's on Android 12 and has no lagginess issues that even new phones have. There is an Android 13 update too, but I have not updated yet.
My zenfone 8 is solid, but has high treble when listening on max on my headphone and Planar IEM. I would not necesserily recommend builtin jacks. If you can choose a lot cheaper device for lack of a jack, you can get a fucking great bluetooth adapter and a very good IEM from the difference.
Apart from that, I recommend Gigaset/Volla and Fairphone since they are servicable and have removable batteries.
Low end of the price range is Alcatel, mid shelf prob Pixel or Zen, top shelf is Samsung.
LG v50 is my favourite. I selling one on e bay, EU only. It's totally like new.
It may be on the older side, but I've been using my Pixel 4A for three years or so, no complaints. I also use the headphone whenever possible. Also using GrapheneOS.
You may want to check out the Pixel 5A (also has a headphone jack if I'm not mistaken) for a bit of a newer phone, but the one I got used seems to have a band issue in which it would forcefully shut down after some time with my SIM card.
my pixel 4a is still kicking it
I do need to back it up and factory reboot tho, I think that might help some of the typing issues that have come up recently.
The pixel 5a has some reliability issues it's predassessors did not. It is an extremely fragile device.
Nokia's X series 🔥
They make USB-C to headphone adapters that also have a USB-C for charging in case you need both art the same time. I hated losing my headphone jack, but the adapters work.
https://www.amazon.com/ZOOAUX-Headphone-Charging-Earphones-Compatible/dp/B094Z6149B/
OnePlus7Pro
Have you considered a separate PMP or cheap smartphone to use for falling asleep to podcasts? I too enjoy wired headphones, but I think that limiting myself to that scope for my daily driver smartphone will most likely result in some other compromise that I don't want to make. So I have wired headphones for the use cases where it's required, and have wireless headphones to listen to music from my phone.
Can you explain more?
I have an iPhone which has a lightning connector - if I want to hook it up to the computer, I can either connect Bluetooth, or I can plug in a 3.5mm aux connector to the lightning port... which would also allow me to connect my old Sennheiser headphones.
However, for listening to podcasts at bedtime, I generally just use the computer which usually goes to sleep at bedtime - but I could adjust that.