You do realise that babyboomers were the liberals of their generation right?
40% - 50% of Gen X voted for Trump and they're only middle aged, 25% of Millenials voted for Trump and they're barely considered adults and people have a tendency to move towards conservatism over time..
Nobody can say for certain how things will play out, it all anecdotal
(for example, almost every minority, woman and general person I know aged 18-50 votes conservative)
but thats just it..if you rely on the idea that 'old person dead = no more conservatives' , then theres a 50-50 chance youll have a bad time..