The pilot episode explores the show's central question - what does it mean to be 'evolved'?- along professional and romantic lines, as both brothers push the limits of their own progressivism. Nate wants a promotion at work but an equally-qualified black single mother, Phoebe, is also up for the position. When he realizes his office is riddled with subtle unconscious bias as well as flagrant misogyny, Nate must choose between getting ahead and sticking to his principles. Meanwhile, younger brother Ben wants to be the kind of man his girlfriend Rachel wants to be with. But when she asks for a rumspringa (a temporary sexual walkabout), Ben sets out on a heroic journey to have a meaningless one-night stand.