Just as much you are limited by battery. I’m in the same sort of boat as you @C1gar1 when it comes to wireless IEMs. To begin with, my ears are also somewhat seniorized, but in good condition for all that. I don’t really like IEMs. Which doesn’t stop me from trying some. My present faves are not in the price range you mention, the Audeze LCDi3, which I use wired most of the time, but they have a wireless cable that you can connect and that has better battery than internal wireless.
My issue with most is comfort, and I do like the Ultimate Ears Fits which I reviewed here:
I also like that the Fits have their own EQ. I still use them and like them, and the custom shaping makes them the most comfortable IEMS I own.
Later on, I’d be happy to show you the way to some other mid-price rabbit holes. Like you, I’m too much of a tightwad to violate the law of diminishing returns.