Gender red herrings...
Sasha Constanza-Chock's worries about binary gender identifiers seem spurious...
These tools are run without us knowing about how we are being targeted. How would a trans man know they were targeted by ads for "stereotypically gendered female things" (ignoring the insensitivity of stereotyping women) any more than I do? And why would it affect how they "feel"?
If seeing ads that aren't gender suitable make you feel bad then how can anyone tolerate watching commercial tv?
As for not showing employment ads to people on misgendered assumptions... how is that worse than not showing employment ads on correct gender assumptions? Isn't it illegal to exclude on the basis of gender, regardless?
The problem lies with the idea of stereotyping anyone, regardless of gender, sex, sexual orientation, colour, race, age, ... Which is precisely what this pattern recognition system has been developed to do.