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This new dating app will use facial recognition technology to exclude trans women
(www.lgbtqnation.com)
This is a most excellent place for technology news and articles.
I don't think this goes too far morally, but technically - what you said, this doesn't work. It definitely won't for those of trans people who had their hormone balance sufficiently off since birth. Well, I don't know anything about hormones or human development, but I've read that the transition itself is usually a smaller part in addition to what has bean already dealt by nature. And I've met a person once by whom I wouldn't tell (from appearance).
This is unfortunately not the case for most trans people. I think it's quite rare that a trans person would consistently be able to pass (=blend in) before HRT.
There are some trans people who are also intersex, which is the condition when one's biological sex (without medical intervention) doesn't fit neatly in either the male or female boxes. But most trans people aren't intersex and about half of intersex people aren't trans.
Edit: But I do agree with your main point, there's simply no way an app like this could identify trans people with the vast range of facial features humans have. It will both exclude many cis women and allow many trans women, as Giggle did a few years ago.