Kate's boss
Kate's boss was such a creep! Asking her if she's sleeping with Leopold? Then telling her, "you haven't even kissed me yet". Ick! I know it's silly because it's a movie, but I do wonder how Kate's character would have dealt with going back to 1876, being so independent and self-sufficient, yet having to deal with women being basically treated as second class citizens (i.e., no right to vote, not typically holding jobs). Then again, even in "present day" she seemed ok with Leopold coming to her rescue, with the purse snatching and arriving at the dinner to call her boss out on his creepiness. So perhaps she would do just fine.