Eleanor Roosevelt vs. Hillary Clinton

[PJ]

Clinton/Roosevelt

Roosevelt would probably win due to her historical popularity and Clinton's unpopularity, but I would vote for Clinton because from a modern perspective, she's the only one with decent social views (e.g. Roosevelt would probably be racist and anti-gay).

This is entirely inaccurate. Eleanor Roosevelt actually had the balls to publicly criticize her husband's racist policies, while Hillary opposed same-sex marriage until it was politically convenient to do otherwise.