This is just an æsthetic preference, but, for what it’s worth: same here. I don’t want to see any hasty deprecations on Optional because I still need compatibility with older Pythons for quite a while, and I don’t want tools yelling at me until the yelling is actually actionable.
Beyond the æsthetics, though, objectively speaking, Optional is specialized jargon borrwed from other languages, whereas | None is a (shorter!) statement about the type based on generalized rules that you have to learn for lots of other reasons in Python typing. Once the functional issue (i.e.: legacy compatibility) is no longer a concern, I think (as pyupgrade apparently does) that we should consider | None to be the better way to do this since it is friendlier to those newer to typing.