Something that hit me long ago when thinking about alternate history, and setting about trying to brainstrom my own TL's, is that who becomes President determines the makeup of the Supreme Court.
The modern supreme court is largely thanks to many years of Republican control during the years where the court could be filled (Nixon, Ford, Reagan, Bush). The modern supreme court is therefore rather Conservative.
The challenge therefore is to make the Modern Supreme Court Liberal, whether through active appointment of Liberals or through not getting what one bargained for in a Justice.
The modern supreme court is largely thanks to many years of Republican control during the years where the court could be filled (Nixon, Ford, Reagan, Bush). The modern supreme court is therefore rather Conservative.
The challenge therefore is to make the Modern Supreme Court Liberal, whether through active appointment of Liberals or through not getting what one bargained for in a Justice.