It's bad enough supporting browsers from 10 years ago now. If we get to 2038 and I still need to support browsers from 2019 I'm going to be very sad indeed.
Of course I don't expect everybody will be able to support those configurations. There are currently unknown security holes someplace in out old equipment so nobody sane will connect our old stuff to the public internet. Thus most developers are safe depending on users having something fairly new. However a few will target behind the firewall customers and they will be stuck supporting whatever that old machines supports.
No solution is in sight, but things are getting better.