Might not quite qualify as an auto-antonym, but I am entertained by the new use of "drop" which is increasingly common in ambiguous headlines, perhaps because the dual meaning enhances the clickbait level:
"Apple has dropped feature X" - they're revealed this new feature
"Apple has dropped feature X" - they no longer support this feature
Headline writers using 'dated' to mean a release date (of say a film or game) has been announced, I can't help reading as judgement that the unreleased item is already passé.
Even further from being an auto-antonym, but positive and negative meanings both related to time.
"Apple has dropped feature X" - they're revealed this new feature "Apple has dropped feature X" - they no longer support this feature