I have been considering getting some kind of dedicated music-playing device. I have a very cheap plan and am not interested in streaming. So I guess this gets ruled out, although the Itunes reputation itself was already something of a negative.
The current iPod touch runs iOS 15 and will be just as good 5 years from now.
The only downside of buying a discontinued Apple product is knowing that you'll have to switch devices if/when it dies, but even that's mitigated by the fact that you'll likely be able to buy used ones for many years.