I think progressives never thought about this because we banked on immigration and demographic change allowing us to win culturally and electorally but the issue is immigrants tend to be overwhelmingly male, that is how Trump won actually he won over a lot of Hispanic,Black,Asian and indigenous men who feel humiliated by a new culture, economy and world.
So what can we do rhetorically and policy wise to win more young men over ?
Other people had this privileged position in society for millennia. The people turning away from progressive politics aren’t wearing top hats, their hands are oil-covered. When you tell them they are privileged, that everything is just handed to them by society, they look around and wonder what you are talking about.
Not this kind of privilege. The privilege of exerting power over women. Deciding what they can and can’t do, ordering them around, abusing them without any consequences. White men could also exert power over men of other races. Oil-covered men enjoyed this privilege, not just the top hat wearing ones.