I think you'd like the book 'The Road to Somewhere' by David Goodheart.

Analyses society in two camps: the 'Anywheres', who have achieved identities, derived from their careers and education, and 'Somewheres', who get their identity from a sense of place and from the people around them. You're certainly an "Anywhere' (as am I), and it's not to say that being in either camp is a bad thing, it just comes with it's own advantages and disadvantages, as you've alluded to. It's focussed on the political ramifications, but stand alone as interesting from a 2-camp point of view, and has stuck with me after a good number of years.

Thanks for the recommendation George. I've downloaded the book on my Kindle already!