This actually speaks a lot to Neal's character, I think. Considering he's a white-collar criminal who's accustomed to luxurious living, you'd think money would be something important to him, but it's a "prop." It's the life that he likes, not the means to achieving it. And associating "hope" with "women" does two things: 1) establishes him as a more respectful/respectable character than James Bond (haha), and 2) takes you all the way back to Kate. He never really did give up on her.
Kate Mara checks in and refuels before taking to the streets of NYC
This scene was so sad I was crying and then kate got blew up in the plane so j started celebrating and laughing for a second cuz I hate Kate and then I saw Neal I paused it when he was like flying though the air with the explosion behind him and then I started crying again