I'm still clinging on to my samsung s10e and hope to get another year or so out of it....after that I think I'm just gonna bite the bullet and get a dongle dac.
I do the same. After switching to a headphone-jack-free phone, I got a Bluetooth headband with speakers in it that's specially made for sleeping. The sound quality is pretty poor, but I'm only using it for podcasts and it's fairly comfortable (more comfortable than earphones for me).
This is what I have. They're not currently in stock, but there are lots of similar ones out there. It's not the greatest gadget I've ever used, but it's the best I've found so far for bedtime podcasts.
The Apple dongle is cheap and gets decent reviews but there's no shortage of dongle dacs to choose from.
I spent ~$10 on 3 wireless charging pucks and a wireless charging stand from fasttech about 4yrs ago. Best $10 I've spend in a while. They all still work, usb is a bit wobbly on one now.
For sleeping I just use rain or similar background noise on the stereo, stereo is at the window and acts as a sorta duvet of sound for the outside world.
The dongle situation is easy if your phone has a built-in DAC in the USB-C port. The Galaxy S phones do, and I have had zero issues with the 4 or so DACs/adapters that I have tried. I can even use the USB-C to 0.78mm cable off Drop for my IEMs.
But if you grab a phone that does not have that built-in DAC, you will need to be sure you check compatibility before buying any.
My S10e battery started to bloat so ive swapped to the zenphone 9 in the last week and a half, as long as you dont need wireless charging and get over the initial bumps moving away from samsung's android tweaks its a great phone.
I recently upgraded from an S10e finally too, and had to make the decision between keeping the hardware features I wanted or the software features I wanted. Unfortunately I caved and went for the S23 to keep all the Samsung OneUI extra software stuff that I kinda can't live without in my day to day usage. I hate not having a jack or microSD but realistically, I almost never plug in headphones anymore so a dongle is...fine, and no microSD definitely hurts but ultimately I was eventually going to run out of space for my endless pictures and videos (mostly of my cat lol) even on microSD cards so this is just forcing me to start managing that (as in, offloading to a desktop PC and backup drive) sooner rather than later.