I'm sure I'm going to offend somebody by saying this @girlgoneglobal, but looking back at my time in the US, I think i found a lot of things very 'unprogressive'. And I'd struggle to go back to this.
I found the industry I worked in very resistant to change, or even open to other ways. The majority of the world did it one way, but the US maintained a system that was outdated and inefficient.
Also work wise, things like holidays. 2 weeks is standard, and most don't use this. It's almost like it's frowned up to have a holiday! And although it's not applicable to you, maternity leave, flexible working, family friendly working...they don't exist (in my industry anyway).
Politically it's completely nuts. I lived there during Obama's original campaign, which was really great to see, but it's massively changing. I struggle with a lot of it...gun control, health care etc etc.
I found a lot of people frustrating, in very stereotypical ways. Well educated professionals, with a real lack of global knowledge 😬
My husband and lived in the US for a decade, in both East and West coast cities, and did love our time there. We had the opportunity to return with small kids in tow, and after much debate, didn't go. The more we talk about it, the happier we are with our decision. It's just not a culture/society we'd like to live in again.
Tokyo has never cropped up in our lives, but it seems like a better option. Yes, everywhere has problems, but Tokyo seems more well rounded. That said we have friends in NYC (expats with little kids), who enjoy their life there although the say it's not a long term city.
Interesting to hear what you do in the end!