If Halacha really required woman not to work out of the home you would have to ask most yeshivos why they hire woman for administrative jobs even while rabbanim go in an out .. same goes for kashrus organizations .. etc
Some things have change ( example Shulchan haruch days says walking behind a woman makes you loose your holam Haba yet the nosei Kelim already in their time say that that’s not longer true because we have become “immune” .
Also many boys are not going to want to start their dating with older girls because it often feels emasculating to date a girl who has already been dating for 6 years or a girl who has been earning well for long . I’m not saying boys should date them , I’m just saying that you can create rules all you want but the ones dating have to embrace them after years of been raised with a mother younger than the father , same with grandparents etc